Anna Maria Island Vacation Rentals, Homes, & More

1-29 of 29 Anna Maria Island Rentals

Sort:
Anna Maria Island Florida Vacation Rentals - Home
1 / 10

Anna Maria Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$215

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$215 - $279
Per week:$1,500 - $1,950
Pets allowed:No
Internet:No

Breathtaking Gulf View! 5- Star Luxury Townhome - See our Guests' Reviews! Less than 1/2 block to beach! 1 King, 2 Queen Beds and 2 Twin Beds Bathrooms - Marble and Granite Throughout Ceiling Fans in all rooms Master Bath with Magnificent Gulf View! Travertine Tile...

See more

Close x

Anna Maria Island Florida Vacation Rentals - Cottage
1 / 22

Anna Maria Island Cottage
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”11 Reviews

from

$155

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$155 - $265
Per month:$4,650 - $7,950
Pets allowed:Yes
Internet:Yes

Welcome to Paradise 4th night is free with any day check in through Feb 14, 2015! ! ! Holidays excluded from free night deal... Note, Most dates for this upcoming "high" season are very booked up! This property is within a small resort, just steps from a beautiful ...

See more

Close x

rental

“ Excellent ”
January 20, 2015
want a 2 week rental in may 2015
dennis varbaria, new jersey

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Apartment
1 / 13

Anna Maria Island Apartment
1 Bedroom / 2 Bathrooms / Sleeps 3

“ Excellent ”1 Review

from

$57

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:3
Type:Apartment
Per night:$57 - $93
Per week:$398 - $650
Pets allowed:No
Internet:Yes

Nice and cozy accommodation and so close to the white beaches with white seashell courtyard for your BBQ party. Make you feel right at home and want to come back each time once you have been with us. We have cable TV in both living and bedroom, and fast Internet access ( WLAN)....

See more

Close x

Trade winds

“ Excellent ”
January 19, 2015
Great place to stay. Clean and cozy. Close to beach and restaurants.
Laura Richardson, Michigan

See all reviews

Close x

Our private beach access, Anna Maria Island
1 / 99

Anna Maria Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”27 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$250 - $300
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

April Special Deal: April 11- 30 $1650. 00 all- inclusive. Save $467. 00. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. This luxurious Anna Maria Island vacation rentals beach condo is an immaculate 2 bedroom,...

See more

Close x

Can not wait to come back.

“ Excellent ”
October 24, 2014
This is the second time we have been to Anna Maria Island and both times we have rented from Terry. It is a great condo and close to eating and shops along with a great beach
Matt Calderiso, Bristol, Rhode Island

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 13

Anna Maria Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$200

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$200 - $300
Per week:$1,600 - $2,000
Pets allowed:No
Internet:Yes

This home is in a tropical setting, complete with an above ground pool with a large sun deck. We are minutes from the beach. Our visitors love biking the island and taking walking tours to the various places of interest on the island. There are four bedrooms and three baths. The ...

See more

Close x

Nice

“ Excellent ”
December 16, 2013
Two adults and four kids had a very nice week. The house worked well and is in a nice quiet place near the beach. The landlord was nice and with us within minutes when we had problems with the keys. Only small remarks was the game room was disappointing and pool wasn't warm.
Morten Christensen, Denmark, Europe

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 70

Anna Maria Island Condo
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Condo
Per night:$250 - $300
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

April Special Deal: April 11- 30 $1650. 00 all- inclusive. Save $467. 00. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Breeze is a beautiful two bedroom, one bathroom condo ...

See more

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 9

Anna Maria Island Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 14

“ Excellent ”7 Reviews

from

$450

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$450 - $600
Per week:$3,150 - $4,200
Pets allowed:Yes
Internet:Yes

Fantastic private custom- built vacation rental home just a few houses to the white sandy beaches of Anna Maria Island and the Gulf of Mexico. Enjoy the large heated pool that boasts a cascading rock waterfall and hot tub all in a tropical paradise setting! Spend the day on the best...

See more

Close x

Perfect

“ Excellent ”
December 4, 2014
The house was perfect. We had a family reunion and the house was perfect for us. Even though the weather did not cooperate (too cold) we had a great time, We enjoyed the jacuzzi and the patio are very much. I will definitively recommend this house for a family gathering
Evelyn Quintana, Orlando, FL

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 35

Anna Maria Island Home
5 Bedrooms / 7 Bathrooms / Sleeps 10

from

$224

/ night

Email Owner
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Home
Per night:$224 - $707
Per month:$6,720 - $21,210
Pets allowed:Yes
Internet:Yes

Welcome to 509 South Bay Blvd right across from the bayside beach and a short stroll to Pine Ave shopping and dining. This tastefully updated elevated home is ideal for a family weeks' vacation to spending the winter here on beautiful Anna Maria Island. You will have plenty of room...

See more

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 88

Anna Maria Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$250
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

April Special Deal: April 11- 30 $1650. 00 all- inclusive. Save $467. 00. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Sands Condo directly overlooks the Gulf of Mexico is an...

See more

Close x

Fantastic location!

“ Excellent ”
February 17, 2015
We were very fortunate to chose this condo online! It was next to the boardwalk, step right out of the complex on the to the sand beach in 20 feet. Pool very clean and warm, can look right into it from every unit. Condo very comfortable with nice morning sunny deck. Sand was great, white, clean and fine. The location is close to everything, attractions can be reached in any direction and enjoyed in a day. Upham beach is a sweet little spot away from busy highway, I would highly recommend it for a great Flordia getaway, just make sure you plan a long enuf one, it is difficult to leave. Thank you!
Carol Braun, St. Charles, MN USA

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 17

Anna Maria Island Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$250 - $343
Per week:$1,750 - $2,400
Pets allowed:No
Internet:Yes

Modern fully furnished beach home with game room (pool table) patio's, pool, decks and Gulf view. Easy short walk to the beach on quiet lane (only five homes from the beach. ) Shops, restaurants and grocery stores within easy reach. Free trolly stops at the corner. $1, 795 weekly....

See more

Close x

Comfortable home

“ Excellent ”
November 2, 2013
We spent the month of October at this well equipped home just steps from the beach. The pool area is is so lovely you don't want to leave. Walk out onto the deck in the morning with coffee and enjoy the sunrise. Very well furnished with comfortable beds and sofas. We would definitely come back.
Susan Charles, Bettendorf ia

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 86

Anna Maria Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$400 - $450
Per week:$2,500 - $2,900
Pets allowed:No
Internet:Yes

January Special $2350. 00 all- inclusive per week. Save $1083. 50. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. Welcome to paradise. Featured here is a new gorgeous 4 bedroom 3 bathroom home providing you...

See more

Close x

Fantastic Vacation

“ Excellent ”
August 15, 2014
We had the pleasure to enjoy this beautiful beach house early August. The location is fabulous, near everything. The house is well appointed and very comfortable. Seriously can't wait to go back. Thanks so much Terry!
Melanie Huot-Trifone, Hollywood, MD

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 29

Anna Maria Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$286 - $434
Per month:$8,580 - $13,020
Pets allowed:Yes
Internet:Yes

Welcome to 717 Jacaranda just a short stroll to the sugar white sand beaches of beautiful Anna Maria Island. This tastefully updated ground level home is ideal for a family week's vacation to spending the winter here on Anna Maria Island. You will have plenty of room for the whole...

See more

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 23

Anna Maria Island Home
4 Bedrooms / 8 Bathrooms / Sleeps 8

from

$286

/ night

Email Owner
Bedrooms:4
Bathrooms:8
Sleeps:8
Type:Home
Per night:$286 - $578
Per month:$8,580 - $17,340
Pets allowed:No
Internet:Yes

Sitting on the Tampa Bay! Tropical flowering bushes and swaying palm trees surround this beautiful villa on the north end of Anna Maria. Sitting on Tampa Bay with panoramic views this bright and airy home is the quintessential combination of modern comfort and casual beach living....

See more

Close x

Anna Maria Island Florida Vacation Rentals - Townhouse
1 / 11

Anna Maria Island Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$140 - $175
Per week:$875 - $1,225
Pets allowed:No
Internet:Yes

Gulf View Townhouse, Unit 2, has a heated swimming pool, covered parking for two cars. Nestled on a short dead end street adjacent to a lineal park, walking distance to the beach, shopping and restaurants for breakfast, lunch or dinner. This residence is completely furnished...

See more

Close x

Beautiful vacation

“ Excellent ”
October 13, 2014
Very nice condo close to beach my family had a wonderful time.
Rebecca Holton, ST. Paris,Oh 43072

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Cottage
1 / 46

Anna Maria Island Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”14 Reviews

from

$200

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$200 - $258
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

Too Cute! ! Cottage with that Olde Florida Charm. NEW on market with NEW HEATED PRIVATE POOL. Bring your boat the neighborhood boat ramp just across street. Not a busy ramp, only for this street and trailers go back to the house. We also have a fenced in area for your trailer. 2...

See more

Close x

Purple Parrot is fantastic!

“ Excellent ”
January 3, 2015
We stayed 10 days in the Purple Parrot house on Anna Maria Island and our vacation was fantastic. The house was very comfortable with an easy walk to the beach. The home came with 4 bicycles which were fun to ride and the pool was refreshing. I will definitely stay at the Purple Parrot again and Sheila (owner) is fantastic to work with. Overall, a 5 star stay!
Rick Caldwell, Indianapolis, IN

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 20

Anna Maria Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$212

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$212 - $231
Per month:$6,360 - $6,930
Pets allowed:No
Internet:No

The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria is a wonderful two bedroom, two bath upstairs unit furnished in a tropical theme. This unit will sleep six with a queen size bed, two twin beds and a sofa bed. Many new upgrades...

See more

Close x

huge and comfortable

“ Excellent ”
February 17, 2015
We really liked the house and the proximity to the ocean. Plenty of room and very clean except maybe the bedroom carpets. We were happy for the beach towels, but would have liked some chairs to be available. Only thing lacking in the kitchen was garbage bags. Pool and hot tub was nice after we figured out how to heat. The directions were not very clear. The garage and kitchen had water leakage during rain, FYI. We did really like the house and would go back again. Could have used some TV instruction too.Thanks
Cynthia Parks, Omaha

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 74

Anna Maria Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$250
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

April Special Deal: April 11- 30 $1650. 00 all- inclusive. Save $517. 00. The Anna Maria Island Beach Palms 1B: Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms condo ...

See more

Close x

Anna Maria Island Florida Vacation Rentals - Townhouse
1 / 19

Anna Maria Island Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$143

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$143 - $186
Per week:$1,000 - $1,300
Pets allowed:Yes
Internet:Yes

This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley and...

See more

Close x

Birthday Week Celebration

“ Excellent ”
June 22, 2013
My girlfriends and I celebraed my birthday from June 15 thru 21. At any given time there were eight of us there comfortaly. I had read the reviews so I visited in advance. Christie and Dave are wonderful host ad managers. The place was spotless. Linens were clean, towels were abundant. Everythimg worked as it should. We were steps from the beaches. Their suggestions were spot. Nobody liked the carpet, it is old but clean. We plan to do a repeat next year if we can get in. I had the best birthday ever and honored my sister who died last year. She would have had a blast!
Patricia, Tampa

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Cottage
1 / 51

Anna Maria Island Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”30 Reviews

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$200 - $258
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

Charming Chic- In our unique, brightly decorated "Old Florida" cottage. Just a very short stroll to the sugary Beach and a very private heated Pool nestled around a lush tropical oasis. A large screened lanai overlooks the pool with lots of seating, table and chairs, comfy sofa...

See more

Close x

December get away

“ Excellent ”
December 16, 2014
The Sugar Shack was amazing! It is quant, perfectly located, nice private pool, and VERY CLEAN! The owners are very nice and easy to get into contact with as well. Already booked again with them for 2015!
Lisa Griffith, Fort Wayne, Indiana

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 84

Anna Maria Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$250 - $300
Per week:$1,400 - $1,800
Pets allowed:No
Internet:No

April Special Deal: April 11- 30 $1650. 00 all- inclusive. Save $467. 00. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island 'Beach Paradise Condo' is located on Holmes Beach directly in...

See more

Close x

Great place. Even better people!

“ Excellent ”
August 12, 2014
My wife and I celebrated our 1st wedding anniversary on Anna Maria Island and were looking for a well appointed place to stay for a while. My wife is SUPER picky, though. Not knowing what to expect, we were greeted by name by the owners upon arrival! They gave us the tour of our rental, the pool, the laundry facilities (which aren't i the unit, but it's free and downstairs in the same building and, best of all...FREE) and showed us where the beach gear was. The unit was SUPER clean, just as promised and the kitchen was VERY well stocked. For the money, you can't beat this place. We're hard to please, and we're VERY pleased. While we were there, the owners made themselves available to answer questions or deal with anything that could come up. We couldn't believe how committed they were to ensuring our stay was pleasant. While you're on the island, don't miss Robinson Preserve (if you're active). You can rent paddle boards across the street, and be sure to visit Bridge Street, and the Kokonut Hut to have a drink with an AMAZING view of the beach and sunset. This was the best vacation we have ever taken and having such a clean, affordable, well-equipped place to stay helped make it a reality.
Mike Denham, Baton Rouge, LA

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 92

Anna Maria Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$250
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

April Special Deal: April 11- 30 $1650. 00 all- inclusive. Save $467. 00. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms is completely surrounded by water and has just been...

See more

Close x

Anniversary Beach Trip

“ Excellent ”
November 10, 2014
We had a great time at the Island Beach Palms. The condo was very nice and had everything we needed. Very convenient location.
Dawn Willis, Lakeland, Florida

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 12

Anna Maria Island Condo
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”8 Reviews

from

$170

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$170 - $200
Per week:$1,100 - $1,350
Pets allowed:No
Internet:Yes

Beautiful 2 Bdr/1 Bath condo, recently renovated from top to bottom. Granite countertops, brand new furniture, and televisions with cable in every room. Great 180 deg. view from the second floor of the Gulf of Mexico, and just steps to beach below on first floor....

See more

Close x

Summer extended

“ Excellent ”
November 9, 2014
the reservation process was smooth and efficient, and the accommodations met our expectation. the local agency staff were very nice and helpful.
Jorgen Jensen, toronto, Canada

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 100

Anna Maria Island Condo
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Condo
Per night:$250 - $300
Per week:$1,400 - $1,800
Pets allowed:No
Internet:Yes

April Special Deal: April 11- 30 $1650. 00 all- inclusive. Save $467. 00. Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Paradise 5 is located directly in the middle of beautiful...

See more

Close x

Anna Maria Island Florida Vacation Rentals - Townhouse
1 / 24

Anna Maria Island Townhouse
5 Bedrooms / 3 Bathrooms / Sleeps 12

from

$250

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Townhouse
Per night:$250 - $375
Per week:$1,700 - $5,000
Pets allowed:No
Internet:Yes

At 5 bedrooms and 3 full bathrooms, this is the newest rental on Anna Maria Island. HEATED SALT WATER POOL AND SPA Straight down the road to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Island...

See more

Close x

Anna Maria Island Florida Vacation Rentals - Condo
1 / 18

Anna Maria Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”5 Reviews

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$122 - $350
Per week:$850 - $2,450
Pets allowed:No
Internet:Yes

WHY PAY REALTOR COMMISSIONS OR MIDDLEMAN FEES. This unit is locally owned and managed. Mark, the owner resides on Anna Maria Island and is often on site. My dedication to your comfort is guaranteed. No waiting around for days while an absentee landlord scrambles to address your...

See more

Close x

Wonderful Accomodations!!

“ Excellent ”
January 10, 2015
This was my first experience with VRBO, and if Mark is any indication of the owners involved, I will definitely use the site again. Mark was flexible on our late arrival, and was able to help us out with a later departure. The condo was awesome, and more then adequate for our family of four (two adult children). The location was perfect; overlooking the pool and only a short walk to a beautiful beach. The condo was fully stocked with anything we could need (coolers, ice packs, chairs, beach towels, all pots, pans and dishware). It was clean and well kept. I will definitely contact Mark again if we visit the Island again.
Lisa Walley, Kalamazoo, MI

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Townhouse
1 / 9

Anna Maria Island Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$215

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:10
Type:Townhouse
Per night:$215 - $250
Per week:$1,500 - $1,750
Pets allowed:Yes
Internet:No

Enjoy sparkling Gulf views from this fabulous townhouse, featuring great room with wood- burning fireplace, separate dining room, utility room with washer/dryer, 2- car garage, and outdoor shower. Unwind in the privacy of your own blue lagoon pool to the soothing sounds of the...

See more

Close x

Great house and beach

“ Excellent ”
July 28, 2014
This house was perfect for me and my family. My two girls loved the bunk beds and the fact they could go all the way around the side of the house on the deck. The pool was a lovely way to spend the hottest part of the day as we grilled dinner before taking the short walk back down to the beach for sunset. The balcony off the master bedroom was a lovely way to spend the evening under the stars, hearing the surf while the girls were sleeping.I would recommend this house highly. The beach was wonderful and the house felt like home.
Marjorie Crino, Lutz, FL

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 17

Anna Maria Island Home
6 Bedrooms / 5.5 Bathrooms / Sleeps 20

“ Excellent ”4 Reviews

from

$930

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:20
Type:Home
Per night:$930 - $2,500
Per week:$6,500 - $8,800
Pets allowed:Yes
Internet:Yes

Looking for tropical seclusion on a private island? Georgous sunsets with blue, blue waters? If so, then look no further. Nestled among the lush vegitation, your private polynesian beach house awaits your arrival! Accessible only by boat, this getaway assures you complete privacy...

See more

Close x

Tropical Paradise

“ Excellent ”
October 24, 2013
Home was much more than we expected...very comfortable, very roomy and so much fun......Caretaker John was amazing and so very helpful, owner Renae supplied us with a ton of information that was very helpful as well. Low tide provides a wonderful sand bar to play on and the dolphins were amazing all around the home. Very curious and always came to see what we were doing! Cant wait till next year so that we may enjoy the property and water again if Renae will allow us to do so!
David E Berryman, Saint Louis, Mo.

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Villa
1 / 24

Anna Maria Island Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$250
Per month:$7,500
Pets allowed:No
Internet:Yes

visit villachezshell site for details Villa Chez Shell at Holmes Beach is a beautiful Anna Maria Island rental home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped...

See more

Close x

Amazing family rental close to the beach!

“ Excellent ”
December 5, 2014
Perfect location to the beach, groceries and the free Island trolley. We just came back from our first visit to AMI and Villa Chez Shell was more then I expected! The house is extremely clean, bright and beautiful. The kitchen has everything you could ask for to enjoy your vacation. The bedrooms are large and easily accommodated our family of five. The backyard is a tropical paradise! My kids loved the pool and games room. The outdoor eating area made it easy to enjoy the surroundings (except on the few cooler days!). The Villa has everything you can think of for the pool and the beach. The cart allowed us to make one trip to the beach with everything the kids needed to enjoy the day there! There were plenty of sand toys, boogie boards, chairs and my youngest loved to fly the kites! My husband and kids enjoyed using the fishing rods to see what they could catch. They went to the local marine store and Shrimp was there preferred bait, which helped them catch two sharks, a stingray and two local fish (all within an hour!). Alex and Irina were excellent to deal with from the time we booked their Villa to answering any questions we had before our vacation and while there! If you are looking at other properties, time to stop! This one has everything you will need to enjoy the Island. A few must do's whole there... The Island Donut Shop, Two Scoops, Captain Kathe and pup pup (or Skipper) tour and her homemade Key Lime Pie, and for the freshest catch try Tide Tables at Market 48 in Cortez (AMAZING fish tacos!). Of course the Island trolley, it is free and perfect to hop on and off to explore the Island!!! We did not get to see and do everything on our list but will hopefully tackle that the next time we visit Villa Chez Shell and AMI!Thank you Alex and Irina for making your Villa a perfect vacation getaway!
Angela Vincent, Maryland

See all reviews

Close x

Anna Maria Island Florida Vacation Rentals - Home
1 / 24

Anna Maria Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$121

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$121 - $265
Per month:$3,630 - $7,950
Pets allowed:Yes
Internet:Yes

Welcome to the "Old Florida" charm of this well cared for ground level home located at 215 Fir Ave and just a few homes from the best beaches in Florida. This charming two bed two bath home sits on a quiet street yet just a trolley car ride away from exploring the island. Just close...

See more

Close x

Anna Maria Island Travel Tips

Anna Maria Island might be the place for love, as in weddings and honeymoons, but it’s also a great place for families, too. With beaches known for their beautiful white sand and waters of the clearest turquoise blue, it's hard not to relax and unwind while on this island in FL.
Only seven miles long, the island is home to three cities: Holmes Beach, Bradenton Beach, and Anna Maria. This means vacationers have plenty of choices when it comes to choosing the right accommodations while staying on Anna Maria Island. Vacation rentals are perfect for families who want to make the most out of a relaxing atmosphere. In fact, staying in a vacation rental is one of the best tips that a family can follow. Vacation Home Rentals has the best online selection of vacation rentals Anna Maria Island has to offer. When planning a vacation, simply browse the properties listed for rent by owner here on our website. To help save valuable time, people with children should not only make arrangements to stay at one of the Anna Maria Island rentals listed on our site but also plan out an itinerary of daily activities that both the kids and adults in the family will enjoy.
Attractions
There are plenty of fun attractions on Anna Maria Island. Beach rentals are perfect for families who love to visit the beaches in the area. These beaches include Bean Point, Bay Front Park in the city of Anna Maria, Turtle Beach, and more. Families staying in one of the Anna Maria Island vacation rentals will appreciate how easy it is to get around using the free trolley. The trolley has three main stops: the Anna Maria City Pier, Manatee Public Beach in Holmes Beach, and Coquina Beach. Other outdoor attractions include the Coquina Baywalk and the Anna Maria Island Butterfly Park.
Museums and art galleries are popular attractions and great alternatives to outdoor activities. After a morning of relaxation at one of the Anna Maria Island rentals, people can spend a fun afternoon with their kids at the Anna Maria Island Museum and Historical Park. Visitors to the museum and park can learn about the island’s history, take part in a scavenger hunt, and tour the cottage that fell into the bay. Other indoor attractions include the Bob Brown Art Gallery and the Artists Guild Gallery of Anna Maria
Events
When visiting the island, make arrangements to stay in one of the listed Anna Maria vacation rentals during an event.
In February, tourists can partake in the fun and excitement that is the Anna Maria Island Heritage Day Festival. It features artists and crafters who display their wares and skills for all. Attendees can take part in activities and enjoy the music and food as well as old-fashioned games for kids. Also in February, a fun event for families is the Mixon Fruit Farms Orange Blossom Festival.
People staying in Anna Maria Island condo rentals in March can enjoy the fun at the Bridge Street Merchants Blues, Brews & BBQ on Bridge Street. And April in Anna Maria Island brings the annual Island CityFest. This is the perfect two-day event for families staying in Anna Maria island vacation rentals. It features food, a kids’ zone, arts, crafts, and more.
But on Anna Maria Island, fun events happen year-round. Families spending their end-of-the-year vacation and winter holidays in Anna Maria Island will love the annual Winterfest.
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More