Florida Keys Vacation Rentals, Florida Keys Home Rentals, Homes, & More

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Key West Florida Vacation Rentals - Condo
1 / 36

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”37 Reviews

from

$199

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$199 - $269
Per week:$1,393 - $1,883
Pets allowed:Yes
Internet:Yes

Our unit is a 2 bedroom 2 bathroom condominium with a full kitchen. Located in Key West, FL for Nightly, Weekly, vacation rental. The price of a hotel with the comforts of home. Sunrise Suite Key West is an island paradise. Spend sun- filled days pampered by our warm and friendly...

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Great Location

“ Excellent ”
January 20, 2015
This property was very clean and had everything we needed for our stay. The condo was 4 miles from the downtown area and duval street which was very convenient. The property was located in a nice area. I will definitely stay there again!!!
Alexandra Wilson, Stuart Florida

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$1,200
Per week:$8,400
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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1 / 15

Marathon Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$413

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$413
Per week:$2,890
Pets allowed:No
Internet:Yes

Sunset Bay is a 3 bedroom, 2 bathroom home located on the clear, aquamarine waters of the beautiful Gulf of Mexico. This beautiful waterfront cottage features a screened veranda and a natural native garden. This is a completely furnished home with an open living room, dining room,...

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Great family vacation!

“ Excellent ”
June 19, 2014
We had a great time in the keys! The house is easy to get to and beautiful! There was plenty if space for all of us. The kids loved swimming in the pool and fishing off the dock. We saw a manatee and hooked a tarpon in the canal. We rented kayaks and explored the area. Check in and check out were easy. Can't wait to visit again!
Kathy Ford Goldstein, Colorado, USA

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $160
Per week:$1,050 - $1,120
Pets allowed:No
Internet:No

Relax and enjoy this light and tropical, like- new vacation home with a private heated swimming pool. Step onto the large open porch and soak in the warm Island breezes while overlooking the sweeping canal views and pool. Concrete dock, shore power and fish cleaning station are ...

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Key Largo Florida Vacation Rentals - Cottage
1 / 26

Key Largo Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$225 - $275
Per week:$1,575 - $1,925
Pets allowed:No
Internet:No

The Owner's Unit is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids plus plus. The main bedroom has a queen size bed, the second bedroom has a queen size loft bed and a twin bed on the ground floor. Theres also a queen size pullout sofa bed ...

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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$415 - $458
Per week:$2,900 - $3,200
Pets allowed:No
Internet:Yes

Location: Islamorada, Islamorada Area, Florida Keys, Florida, USA Accommodations: House, 3 Bedrooms, 2 Baths , Sleeps 6 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74. 5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of...

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getaway

“ Excellent ”
January 23, 2015
5 girlfriends snuck away for a long weekend retreat to celebrate a birthday. The house had all that we needed! We loved all of the "extras" including the Gheenoe, the kayak, the bikes, the hammocks. They made the trip extra special. The house was super clean, and we are tough critics! A wonderful time and easy access to fun activities, restaurants, beaches, etc. nearby
Terri woellner, Denver

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Cudjoe Key Florida Vacation Rentals - Home
1 / 17

Cudjoe Key Home
5 Bedrooms / 3 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$415

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:14
Type:Home
Per night:$415 - $570
Per month:$12,450 - $17,100
Pets allowed:Yes
Internet:Yes

This 1. 6 acre gated property is great for large groups wanting space and privacy. Architecturally Designed The Main House is a two floor conch style house on stilts. It sleeps 8- 10 people, with 4 bedrooms, 2 baths, and a sofabed in the living room. Built in 1986, each room...

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Great for large families!!!! Perfect location!

“ Excellent ”
August 27, 2014
Where do I start?! This place was great for our party of 10. Everything was provided, extra towels, handmade soap, shampoo and conditioner. The kitchen had everything you needed, even extra trash bags!! The laundry area had plenty of beach towels and laundry detergent as well. The balcony was nice but my favorite was the shade and breeze you get under the house. There are hammocks and tables set out which is quite enjoyable. There are also plenty of rooms and beds to sleep everyone. We even were able to end up having individual rooms. The grill area is fully stocked, our favorite part was the large gas boiler that we could cook our lobster in without smelling up the house. The pool is great, it is in the sun all day. Plenty of things to enjoy on the property: swings, hammocks, pool and jacuzzi, and fruit trees! We will definitely be back to stay here. Kris the property manager was great and was available if you needed anything at all. I did not give it 5 stars for a few very nit picky reasons. There wasn't ac in the downstairs bath, which you never notice until you go to shower and are trying to put your clothes on but can't open the door to let air in bc there are people in the house. The pool wasn't clean when we arrived and the pool deck still had beer bottle tops laying around. I do realize that there are lots of trees around and it's impossible to keep all debri out. Besides that everything was GREAT, the owners are very nice and easy to do business with. Thanks for opening up your home it was a real treat and was just what we needed for all of our family!
Crystal K. Morgan, St. Augustine, Fl

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Key Largo Florida Vacation Rentals - Home
1 / 21

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$117

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$117
Per week:$817
Pets allowed:No
Internet:No

This is a beautiful 2 bedroom / 2 full bathroom home for rent in Key Largo, Florida located within a gated community. You have a gorgeous ocean front property with beach access. If you have a boat this property is just for you, you have water access to anchor boat with water...

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Key Largo Florida Vacation Rentals - Villa
1 / 16

Key Largo Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$400

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$400
Per week:$995 - $2,195
Pets allowed:Yes
Internet:Yes

2 bedroom, 2 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2013. It has dockage for boats up to 50 feet. This Villa is 20 feet from the Ocean and has a private beach 50 feet from the patio. We provide a golf cart, Kayaks, fishing equipment,...

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Awesome stay in Key Largo.

“ Excellent ”
August 8, 2014
My family's stay in this condo in Key Largo perfect. The view was incredible. I'm giving it a full 5 stars because of the wonderful view and the relaxed atmosphere. Loved having access to full kitchen and laundry facilities. Everything was in good repair and working order.
Starla Yount, owenton, kentucky

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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$144

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$144 - $150
Per week:$1,004 - $1,050
Pets allowed:Yes
Internet:No

This bright, very spacious and inviting, nicely- maintained Sugarloaf Key home is located just 20 minutes north of Key West. Nestled back in a beautifully manicured neighborhood and not far from Sugarloaf Lodge and Marina, you will have nearby access to boating, fishing, kayaking...

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Key Largo Florida Vacation Rentals - Home
1 / 16

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$107
Per week:$747
Pets allowed:Yes
Internet:Yes

This is a beautiful 2 bedroom / 2 full bathroom home for rent in Key Largo, Florida located within a gated community. You have a gorgeous ocean front property with beach access. If you have a boat this property is just for you, you have water access to anchor boat with water...

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Key West Florida Vacation Rentals - Villa
1 / 28

Key West Villa
6 Bedrooms / 7 Bathrooms / Sleeps 16

Bedrooms:6
Bathrooms:7
Sleeps:16
Type:Villa
Per night:$1,143 - $2,000
Per week:$7,995 - $13,995
Pets allowed:No
Internet:Yes

Private Home, DownTown, Villa description Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless...

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Marathon Florida Vacation Rentals - Home
1 / 30

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$414

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$414 - $671
Per week:$2,895 - $4,695
Pets allowed:Yes
Internet:Yes

This is a rare 4 bedroom, 4 bath waterfront home near the Vaca Cut on the Gulf of Mexico. This home features a pool, beach sand backyard and kayaks. Bring your own boat or rent one from us for $695/week (17 foot center console with 50HP engine). This property is located adjacent...

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FUN!!!

“ Excellent ”
December 3, 2014
We had a wonderful stay here.The location is perfect.Lots to do and see!!Thank you
Heather Gerhold, Florida

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1 / 15

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$470

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$470
Per week:$3,290
Pets allowed:No
Internet:Yes

At Ocean Breezes, enjoy relaxing Atlantic breezes from either of the verandas at this spacious waterfront home. For your enjoyment there is a private pool and hot tub with gorgeous ocean views. Relax on the patio and watch the brilliant orange sunrise over the Atlantic. Splash in...

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Marathon Key

“ Excellent ”
December 6, 2014
Really need to provide beach towels, cushions for all the pool furniture and useable kitchen knives. Dull kitchen knives are more dangerous than sharp ones.
Nils Albert, Colorado

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Little Torch Key Florida Vacation Rentals - Home
1 / 8

Little Torch Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$117

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$117 - $127
Per week:$817 - $887
Pets allowed:Yes
Internet:Yes

Set sail for a glorious Florida Keys vacation at the Blue Marlin. Spacious and comfortable for 6 people in this 3 bedroom, 2 bath, Little Torch Key home. Located down a private lane and overlooking the crystal blue waters of Pine Channel, gulf side. All the rooms are spacious...

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$84 - $94
Per week:$584 - $654
Pets allowed:Yes
Internet:Yes

Manatee Bay located in the Port Pine Height area is just the right spot to bring your family and friends for an unbelievable Keys vacation. Great gulf side boating is at your fingertips and just a short run out to the Atlantic side to fish and dive all the great reef spots. The...

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Summerland Key Florida Vacation Rentals - Home
1 / 7

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$187

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$187 - $197
Per week:$1,307 - $1,377
Pets allowed:No
Internet:No

Looking for that perfect vacation spot in the Keys? This is the one. Luxury waterfront accommodations await for the whole group. This stately home has all the best of everything. The large great room has lots of seating. 42” Flat screen Sony hi- def TV with surround sound makes...

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Key Colony Beach Florida Vacation Rentals - Townhouse
1 / 9

Key Colony Beach Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$286 - $358
Per week:$2,000 - $2,500
Pets allowed:No
Internet:Yes

An Oceanfront Town Home in Key Colony Beach with Beach, Pool & Fishing Pier! 3 Bedroom, 3 Bath town house with 2200 square feet of oceanfront living! Gorgeous views from the living, dining, kitchen and master bedroom. When you step into the main living level your first...

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Beach Life at it's Best!

“ Excellent ”
January 12, 2015
My wife rented this place so I had no idea of what to expect. When we checked in I couldn't believe that I was staying there! Pretty awesome place! Nice big 2-car deep garage underneath, & the upstairs accomodations were like being at home. Pool was 4 or 5 steps down from our living room. We had 3 adjacent apartments, #6, #7 & #8. Just a couple small complaints. The one we were in (#7) had a modem problem, kept going on & off, but we didn't tell anybody about it, just kept rebooting the thing. If I had to make one complaint it'd be that they should do regular walk-throughs to check things out as ours needed new fluorescent bulbs in the garage, but again we didn't make any complaints, just dealt with it. Also, I noticed that every single sliding door latch on the side/stationary doors was broken so that those doors really wouldn't lock., just the middle latch worked between the 2 doors that you always travel through. I'm surprised because in the case of a big storm or hurricane the side doors could possibly be ajar & let some rain/water in if it was blowing sideways in the right direction. Other than that it couldn't have been nicer! We would/probably will stay there again. Oh yeah, one more thing, the water to the toilet on the main floor sang without any particular pattern. At first I thought it was just when you ran the water in that bathroom, but sometimes it would just start making its noise without any water having been run. Other than these few small things everything was great.
Bob Szczypinski, Williamsburg, Va.

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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

from

$60

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Home
Per night:$60 - $77
Per week:$420 - $537
Pets allowed:No
Internet:Yes

Simple and sweet with no muss, no fuss. It's all right here - Gulf Side! This quaint two bedroom vacation home offers views, a deep- water boating and swimming canal and a protective seawall. This home offers 2 queen- size beds and an additional sleeper sofa. A glassed- in...

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Sea Shell Key (aka Pretty Joe Rock)
1 / 31

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$571

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$571 - $828
Per week:$3,995 - $5,795
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own private tropical island in the Gulf of Mexico. You have your own 17 foot center console boat with 50 HP 4 cycle engine for the entire week! ARE WE THE ONLY PEOPLE ON THE ISLAND? Your family...

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Key West Florida Vacation Rentals - Home
1 / 37

Key West Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$340

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$340 - $470
Per month:$10,200 - $14,100
Pets allowed:Yes
Internet:Yes

AMELIA HOME - A 2 bedroom 2. 5 bath private home with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from all the Duval Street entertainment is the Key West vacation you have been seeking. Tucked away in one of the most interesting neighborhoods...

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Emerson Enamroado Pejuan

“ Excellent ”
April 22, 2014
the house is fine , but must change the furniture of living room , are very old ., dont have iron and iron board .Opción of payed pictures
Emerson Enamorado, Honduras C.A.

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$900

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$900
Per month:$27,000
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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Islamorada Florida Vacation Rentals - Cottage
1 / 23

Islamorada Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$150 - $250
Per week:$980 - $1,225
Pets allowed:No
Internet:Yes

Enjoy spectacular water views from the private petite beach, large TIKI hut and boat dock at the end of the community, You'll be just steps away from the ocean, Enjoy spectacular water views and amazing sunsets, just steps away from Founder's park with private beach, private ...

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Key West Florida Vacation Rentals - Townhouse
1 / 28

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$225 - $360
Per month:$6,750 - $10,800
Pets allowed:No
Internet:Yes

DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room. The entire property has been decorated using art from the local galleries and artists. The theme is "Key West" from scenes around...

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Key West Get Away

“ Excellent ”
October 20, 2014
We could not have picked a better place to stay. Within walking distance to the beach and all locations down on Duval. Very clan location great for two couples. Look forward to booking this location again for next years trip.
Mike Moore, Germantown Ohio

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Key West Florida Vacation Rentals - Townhouse
1 / 26

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$236

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$236 - $420
Per week:$1,650 - $2,940
Pets allowed:No
Internet:Yes

KEY WEST FOUND – A striking 2 bedroom, 2. 5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townhome is decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. The first floor features...

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Wonderful

“ Excellent ”
October 16, 2014
Perfect location...reasonable rent
Judy Kolbe, Okauchee,Wi usa

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Marathon Florida Vacation Rentals - Home
1 / 32

Marathon Home
8 Bedrooms / 6 Bathrooms / Sleeps 20

from

$757

/ night

Email Owner
Bedrooms:8
Bathrooms:6
Sleeps:20
Type:Home
Per night:$757 - $1,085
Per week:$5,295 - $7,595
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION HOME? This home offers a great option for multi- family vacationing by providing two 4- bedroom homes side- by- side. This gives you 2 kitchens, 2 pools, 2 100' long deep water docks, sandy shoreline, teak lounge chairs, 2 gas grills, 6 kayaks,...

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1 / 22

Marathon Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$658

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Villa
Per night:$658 - $1,158
Per week:$4,600 - $8,100
Pets allowed:Yes
Internet:Yes

Ocean Front - Villa Bali inspired Florida Keys beauty on Privately owned Walker's Island. This is a spacious 5 bedroom, 5. 5 bath home with luxury in every detail and design. Sleeps up to 12 guests. Features include cathedral ceilings, marble, stainless steel and mahogany finishes,...

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Great Vacation with Family

“ Excellent ”
December 1, 2014
We stayed at this house with our extended family. I was very apprehensive but it wound up being wonderful. Beautiful location, secluded from the world. Tons of space for us to all move about, access to cottage amenities, quick drive to Marathon and Islamorada. Lovely pool and hot tub just for us. Dock area is too shallow to really swim off of it, but there is a beach entry by the cottages. Will definitely return. Only complaint is the house is worn from the many people who visit this property. I saw this as confirmation that it is well used and popular, but the bathrooms could use a coat of paint. If that is your only worry, you are truly enjoying paradise. Thank you Conch Key for all your help and recommendations. Spot on for them all!!!
Nina Felt, Dallas, TX USA

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Islamorada Florida Vacation Rentals - Home
1 / 7

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$329 - $358
Per week:$2,300 - $2,500
Pets allowed:No
Internet:No

Enjoy a beautiful solar heated pool with Jacuzzi on the premises. Private homeowner's sandy beach access to swim and enjoy sunsets! ! Come to paradise and enjoy this fabulous Islamorada bayside canal front 3/2. Located in a quiet neighborhood at mile marker 75 in Islamorada, this...

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Beautiful and Friendly

“ Excellent ”
January 22, 2014
This house was perfect. Great location, private beach, very clean, had everything you needed. Mark is very friendly and helpful. Can't wait to visit again:)
Kelly Seitzer Gee, Ocean city, md

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Key West Florida Vacation Rentals - Home
1 / 15

Key West Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$386

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$386 - $857
Per week:$2,699 - $5,999
Pets allowed:Yes
Internet:Yes

Private Luxury Home surrounded by lush tropical landscaping. The fusion of a mid- century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district of Key West. Walking distance to all Old Town has ...

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Amazing Experience Each and Every Time!!!

“ Excellent ”
October 10, 2010
I have stayed at the Brass Palm Villa several times and I would never stay anywhere else on the island. It is decorated beautifully and exceptionally well maintained. There are many places to relax inside and outside the home. I especially enjoy the outside dining area. If you are looking to rent I would highly recomend the Brass Palm Villa!
Lynne Martino, New Jersey

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Marathon Florida Vacation Rentals - Home
1 / 12

Marathon Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$715

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$715
Per week:$5,000
Pets allowed:No
Internet:Yes

This luxurious executive home is located in the Heart of the Florida Keys on Yacht Harbor Island in Marathon. Come and enjoy the new private pool surrounded by paver decking and two tiki huts for plenty of shade. The 120' of deep water dockage is perfect for your boat, jet skis, ...

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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:Yes

The Sombrero Pool Home A great Vacation spot! Pool, Spa, Dockage and only a 1/2 Mile from Sombrero Beach! This 3 bedroom, 3 bath home has a refreshing feel to it the moment you walk in the door. Full of color to make your vacation days start and end on a happy note. The ...

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Marathon pool home

“ Excellent ”
July 1, 2013
Beautiful home with a great location. Good ocean access. Inside of home was fairly well kept the only disappointment was the 3rd bedroom located on the bottom floor isolated from the rest of the home. The pool was great ...dock was perfect. All things considered it was a good vacation home!
susan atwell, Florida USA

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Balcony overlooking pool and ocean
1 / 15

Marathon Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$285
Per week:$1,990
Pets allowed:No
Internet:Yes

Bird of Paradise Condo is a tropical three bedroom condo directly on the ocean - BEACH FRONT! Enjoy the feel of smooth, white sand on a private beach, swim in the large heated pool, or play on the tennis court. This vacation condo features dining area, full kitchen, three...

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Key Largo Florida Vacation Rentals - Home
1 / 23
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Beautiful 2 story 3 bedroom 2 baths home. Located in Key Largo at MM 103 on the bayside and close to John Pennekamp Park, local shopping, fine restaurants, diving, charter fishing or just swimming with the dolphins! This home has an open water view overlooking the beautiful Florida...

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Relaxing in Key Largo

“ Excellent ”
January 4, 2015
We had a relaxing and enjoyable stay at this house. It had everything we needed and more. Our kids enjoyed kayaking in the canals and out to the bay. We saw manatees in the canal. House is convenient to shopping and tourist attractions. I would recommend this house for any stay in Key Largo.
Mary Anne Feucht, Ponder, TX USA

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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$130 - $140
Per week:$910 - $980
Pets allowed:No
Internet:No

Ibis Landing is truly a remarkable property nestled by the Great White Heron Wildlife Refuge. Acres of nature's wonders can be viewed from the 2 large open decks. Open water views abound from every direction. The long walk out dock wanders through the undisturbed mangrove tidal flats...

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Key Largo Florida Vacation Rentals - Home
1 / 28

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$210 - $325
Per week:$1,200 - $1,550
Pets allowed:Yes
Internet:Yes

Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home has three wonderfully decorated, clean and cozy bedrooms. Two and 1/2 comfortable and clean bathrooms. Full kitchen is stocked with all necessary cookware, ...

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Excellent location

“ Excellent ”
June 2, 2014
very warm and comfortable home, with a large dock and direct ocean and bay access. walked over to the Old Tavernier Restaurant across the street nearly every evening for great dinner and drinks.
GEORGE DAGNESSES, Miami,Florida

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Key West Florida Vacation Rentals - Yacht
1 / 13

Key West Yacht
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$325

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Yacht
Per night:$325
Per week:$2,275
Pets allowed:No
Internet:No

Make your next Key West vacation on the Lion's Paw, a roomy monohull sailboat located in Key West premier marina resort - the Key West Harbour Marina. Three night to seven day vacation packages have options for half day, full day, and overnight sails. The yacht club has it's own...

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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$184

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$184 - $200
Per week:$1,284 - $1,400
Pets allowed:Yes
Internet:No

This spacious, Caribbean- style vacation home comes equipped with its own private swimming pool and great deep- water canal. This beautiful home has three stories including a super play room off the pool area with a ping- pong table and a big screen TV for the kids. The 2nd floor...

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1/4 off shore the City of Marathon, Florida Keys
1 / 7

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$929

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$929 - $1,143
Per week:$6,500 - $8,000
Pets allowed:Yes
Internet:No

Private island, on ocean side of Marathon! 3 bedroom, 2 bath & 21- ft Carolina skiff. Entire island to yourself! ! Coral reef, 1/4 mile off- mainland. Spectacular 2700 sq ft, living area - 2300 sq ft, hammock- studded verandah! Full kitchen w/micro, linens/towels, cable-...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

from

$74

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$74 - $84
Per week:$514 - $584
Pets allowed:No
Internet:Yes

Come and enjoy the wonderful Florida Keys lifestyle at Tropical Bay. Located at mile marker 23, close to Key West and Marathon for great day trips around the islands. This spacious 3 bedroom, 2 bathroom ground level home is cozy and comfortable. Extra large screened porch overlooks...

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$104

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$104 - $114
Per week:$724 - $794
Pets allowed:No
Internet:No

This home is great for families! It has been recently updated with new tile throughout, new furnishings and bedding, and features 3 bedrooms and 2 bathrooms as well as a roomy loft area. You’ll enjoy an open living plan with a nice size full kitchen with plenty of counter room,...

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Atlantic Breezes January Rental.

“ Excellent ”
February 14, 2014
the house was as discribed,very nice everything in great condition,boat access to Bow Chanel great.Will rent this house again ASAP. Peter Hillmann
Peter Hillmamm, Brookfield,Illinois

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Living Room with 42" SONY LED, BOSE surround sound and screened deck
1 / 22

Key West Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$250 - $500
Per month:$7,500 - $15,000
Pets allowed:No
Internet:Yes

"TEE BY THE SEA" vacation rental (we include 8 bikes free for our guests! ! ! ) If you love... GOLF, SPORT FISHING/BOATING, ART/THEATER AND FANTASTIC LIVE ENTERTAINMENT... than you'll love "Tee by the Sea". We're less then 1/2 mile outside of Key West, located in Stock Island....

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Key West

“ Excellent ”
May 6, 2013
The unit was very comfortable and well equipped. The pool area was terrific and location to Key West couldn't be better. The only thing we found negative at all was the close proximity to the road but that being said it did not ruin our visit. We would stay here again.
Veronica Laliberte, Oakville, Ontario Canada

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $450
Per week:$1,050 - $3,150
Pets allowed:No
Internet:Yes

2 bedroom 2 bathroom vacation villas on Atlantic Ocean. Heated pool overlooking a natural sand beach & Tiki huts & hammocks. All homes have full kitchen, 3 TV’s, and Washer & Dryer. Boat docks are available on site. Bar B Q grills. 2 Zone air- conditioning in every villa....

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5 night stay in marathon

“ Excellent ”
January 15, 2015
Very enjoyable; nicely refurbished older facility. The only real issue for us was that you must climb stairs to enter unit. This puts you on kitchen/dining level. You then climb internal circular stairs to reach bedrooms, bathrooms and living room. The second set of stairs are nearly impossible to make with a larger suitcase. We finally left ours on the first level.The beach area was very nice and the pool and hot tub were great after a long day. We would consider this again for the future.
ray rose, Tulsa, OK

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Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Great house in desirable Venetian Shores. This 4 bedroom/3 bath home is roomy and has great porches. Lovely master suite on the top floor with it's own balcony. Modern house with stylish, comfortable furnishings. 90 feet of excellent deep water dockage on a wide canal leading directly...

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”12 Reviews

from

$379

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$379 - $450
Per week:$2,650 - $3,150
Pets allowed:No
Internet:No

High- end Estate overlooking tranquil "Bonefish Flats" in picturesque Marathon. Brand new, Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, fine Hardwood floors, open air porches and balconies. This is a superb, ...

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Mar Azul is perfect!

“ Excellent ”
November 3, 2014
The house and lush landscaping are beautiful! We enjoyed the pool so much. The private dock is a great touch even though we don't have a boat. We would recommend this property highly! Quaint restaurants in Marathon have some great food, too! We were excited to have iguanas on the property having never seen one before.
Rhonda Wilburn, Olive Hill, KY USA

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Little Torch Key Florida Vacation Rentals - Home
1 / 8

Little Torch Key Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$174

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$174 - $184
Per week:$1,214 - $1,284
Pets allowed:Yes
Internet:Yes

This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything. Just furnished in 2012 with the finest tropical décor, flat screen TV’s, wireless internet and top of the line gourmet kitchen. The large living area is spacious...

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Key Largo Florida Vacation Rentals - Home
1 / 52

Key Largo Home
5 Bedrooms / 3 Bathrooms / Sleeps 16

“ Excellent ”25 Reviews

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:16
Type:Home
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

Have you ever been in paradise? If not, this is the closest you will ever be, wake up to a beautiful sunrise and aqua blue water of the bay , occasional flock of Iris roaming around the yard , while the palm trees swing from the ocean breeze, this house with its unique architectural...

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Very Relaxing - Quiet New Year

“ Excellent ”
January 8, 2015
We had 10 adults and 2 grandchildren in the home for a full week. Everyone had a great time - we really enjoyed the grill by the pool and the Tiki hut that we had dinner under almost every night by the water. The pool was a little cool but with the warm temps it was fine for the kids - we even snorkeled off the dock and caught a few fish as well. Overall, the vacation for our family was fantastic. Nemer was very gracious in helping us out with a couple things and even checked in on us a couple times. The kitchen is perfect for a large group to cook meals in as well. It is like having your own resort on a smaller scale and you don't have to deal with the crowds! Thanks again for a great week. We will definitely look at Key Largo for future family vacations. Temps were perfect for us.
Dewayne White, Nashville, TN

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Ocean View Elevated Cottage
1 / 6

Marathon Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$349

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$349 - $499
Per month:$10,470 - $14,970
Pets allowed:No
Internet:Yes

Sleeping accommodations include a luxurious king bed in the master bedroom and queen bed in the 2nd bedroom queen size sleeper sofa in the living room. These units will accommodate 6 people including children. Delicious Continental Breakfast Daily Fresh Florida Juicing Oranges In...

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Islamorada Florida Vacation Rentals - Condo
1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$143 - $200
Per week:$1,000 - $1,400
Pets allowed:No
Internet:Yes

Two oceanfront condominiums ranch style situated on floor 2 and 5 about 50 ft from the water . You can hear and see the fish break the water in the morning. There are a variety of large tropical birds to watch . We have a beautiful pool among lush tropical foliage on the ocean. We...

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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$94

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$94 - $104
Per week:$654 - $724
Pets allowed:Yes
Internet:Yes

This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining areas for ...

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Florida Keys Travel Tips

The Florida Keys are a wonderful vacation spot for families in search of a little relaxation or adventure. Made up of Key Largo, Islamorada, Marathon, Key West, and Big Pine Key and the lower keys, these islands have plenty of family-friendly activities. The best way to visit this beautiful area is by choosing to stay in vacation rentals by owner. Florida Keys tourists can choose from a variety of different sized properties designed to make your time in the Keys comfortable and memorable. For families visiting the Florida Keys, vacation rentals by owner offer the maximum amount of space and privacy for the price. Your entire family will love exploring the islands and coming home to a private, spacious home or condo.
Beaches and Parks
While staying in one of the area's beautiful vacation rentals, Florida Keys tourists can enjoy a leisurely day at one of the best parks in the nation. These are just a few of the Keys most popular destinations:
  • John Pennekamp Coral Reef State Park is the oldest underwater park in the world. Located in Key Largo, families can explore the 47 campsites located on 67,845 acres, split between land and underwater areas. Nature trails, beaches, kayak and canoe rentals, and glass-bottom boat tours are available.
  • Everglades National Park has many fun activities for families. Kids can become Junior Rangers or go on a wildlife hike.
  • Bahia Honda State Park is known for its beautiful beaches and crystal clear water. Visitors can book a snorkeling tour online and enjoy over an hour of snorkeling in the Looe Key National Marine Sanctuary, where swimmers will explore the gorgeous Elkhorn and Star coral.
Things to Do
The Keys have plenty of fun things to do for every activity level. Families who enjoy the outdoors can take advantage of the wide availability of Florida Keys condo rentals and stay right on the beach!
  • Fishing enthusiasts visiting the Florida Keys will be very excited to hear that Islamorada is known as the sport fishing capital of the world, offering a variety of game fish.
  • Water sports are also very popular in the Keys. Hang gliding, parasailing, kayaking, and paddle boarding are great choices for adventurous families.
  • Swimming with dolphins is a unique experience that every tourist of the Florida Keys should try! Through Dolphins Plus in Key Largo, visitors can go on a structured or natural swim with the dolphins or visit the sea lions through the Sea Lion Encounters program. In Key West, Theater of the Sea offers a wonderful opportunity to swim with dolphins, sea lions, and rays. Kids will have a blast learning about these delightful creatures.
Local History
While staying in one of the area's many vacation rentals, Florida Keys visitors may want to learn a little about the history of these breathtaking islands.
  • Ernest Hemingway Home and Museum is a must for literature enthusiasts. Located in Key West, this historical landmark was Hemingway's home from 1931 to 1939, and the place in which he penned some of his most-loved work.
  • The Florida Keys Eco-Discovery Center is sure to be a hit with the kids. Housing over 6,000 square-feet of interactive exhibits, this museum is a great way to introduce kids to underwater and wildlife ecosystems. And admission is free!
Sightseeing Tours are one of the best ways to learn about the islands. Glass-bottom boat rides, sunset tours, and dinner cruises are all available. Remember to reserve your spot online ahead of time to save on ticket prices.
Fun With Kids
While vacationing in the Florida Keys, rental homes leased by owner are a great choice for families with a few kids who need a little extra space. Florida Keys rental homes are a much better choice than hotels, because families will have a cozy home base to return to after a day of sightseeing. Some of the top activities for kids are:
  • The Key West Butterfly and Nature Conservatory was voted the #1 attraction in Key West by TripAdvisor and People's Choice Awards. Take a stroll through the conservatory, which houses between 50 and 60 species of plants, waterfalls, colorful birds, and of course--butterflies.
  • The Conch Tour Train is a fun way to see Key West with the kids. In operation since 1958, the 90-minute tour will take you through all of the island's most popular attractions.
  • Tropic Cinema has been named "Best Florida Cinema" by Florida Monthly magazine for four consecutive years. This landmark theater screens Hollywood blockbusters, documentaries, and foreign films.
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