Summerland Key Vacation Rentals, Homes, & More

1-12 of 12 Summerland Key Rentals

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Summerland Key Home
3 Bedrooms / 3.5 Bathrooms / Sleeps 10

Bedrooms:3
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$4,000
Per week:$28,000
Pets allowed:No
Internet:Yes

Step away from the norm and into the most peaceful and quiet blue waters you will ever see, within the Private Island of Serenity, located just 25 miles from Key West and a short boat trip from Summerland Key. This 3 bedroom home boasts almost 360 degrees of waterfront views from...

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Summerland Key Cottage
1 Bedroom / 2 Bathrooms / Sleeps 4

“ Excellent ”22 Reviews

from

$100

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Cottage
Per night:$100
Per week:$650 - $850
Pets allowed:Yes
Internet:No

"The Pisces House" is a cozy cottage perfectly located on a deep water canal with open water views. This adorable "keys style" cottage has everything you need for a relaxing getaway. This 1 bedroom/2bath cottage features a FULL kitchen, quaint living quarters with a sofa bed, and...

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Fisherman's paradise

“ Excellent ”
August 9, 2014
Pisces House is the perfect location. We have a 26 foot Shamrock Keel Drive - nice deep / safe channel and plenty of room for docking. There are only 5 houses on the channel, so it is a very quite and relaxing location. 4.3 miles from Looe Key Reef and easy access to both the Atlantic and Gulf. Driveway is big enough to park trailer and 2 vehicles. The Downstairs room, has new washer and dryer with a bathroom/shower and plenty of storage space for diving and fishing gear which was a big plus for us. Only 25 miles from key West. We have found a new vacation home. We have already booked it again for next summer.
James Calder, Largo, Florida

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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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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $267
Per week:$1,750 - $1,867
Pets allowed:No
Internet:Yes

You will be absolutely delighted to vacation at this remarkable luxury vacation home on Summerland Key. This multimillion dollar home has only the best to offer. The kitchen is a chef‘s dream with top of the line stainless appliances, cook top, built in ovens and gorgeous stone...

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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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Summerland Key Florida Vacation Rentals - Home
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Summerland Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$230

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$230 - $240
Per week:$1,610 - $1,680
Pets allowed:Yes
Internet:No

Surrounded by lush, tropical landscaping, this gated open- water vacation home comes equipped will all the thoughtful touches of home and so much more. Choose the fantastic top floor master bedroom with Jacuzzi tub and sitting room or one of the other fantastic rooms! Enjoy...

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Summerland Key Florida Vacation Rentals - Home
1 / 23

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $365
Per week:$1,750 - $2,550
Pets allowed:No
Internet:Yes

Welcome Tropical Villa which is a large home on a clear, flow through swimming canal. With 65 feet of seawall, and 4. 5 feet of control depth, even large sailboats can be accommodated here! We only three minutes to the ocean, only fifteen minutes to Looe Key reef (one of the...

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Summerland Key Florida Vacation Rentals - Home
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Summerland Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$170

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$170
Per week:$1,190
Pets allowed:Yes
Internet:Yes

Seasonal Rates Start at 1190. 00 per week based on 7 night miniimum stay. Extremely private two bedroom two full bathrooms on beautiful Little Torch Key , Oceanside . Deep Water swimming canal . Plenty of room for docking and parking of trailers etc... house was completely renovated...

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Wonderful Secluded Cottage in the Keys!

“ Excellent ”
February 21, 2014
We had such a wonderful time at this little place. There were other areas of the keys that felt pretty sketchy, but Little Torch key was quiet, and clean. If you are wanting somewhere with no loud neighbors and just a nice family friendly environment this is perfect. We loved going out on the back deck and watching the fish in the canal. We also saw several Iguanas in the yard one day. The house was very clean and well kept. There was plenty of towels, bedding and such available. There was also a very nicely stocked kitchen. We had a bit of spotty service with the internet, but it seemed to be the providers issue. I would highly recommend this wonderful home as a place to call home while you visit. It was also ideally situated if you want to spend time in both Marathon and Key West. We spent most of our time in Marathon, but were still glad that we were staying on Little Torch where it was quieter.
Tara Jewkes Mansius, Oregon, USA

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Summerland Key Florida Vacation Rentals - Home
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Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$234

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$234 - $250
Per week:$1,634 - $1,750
Pets allowed:Yes
Internet:Yes

Gorgeous luxury open oceanfront home on Summerland Beach. This expansive 3 bedroom, 2 bath home is just perfect for large families and big boats. Over 2, 500 square feet of living space with lots of room for everyone to spread out. The kitchen has plenty of room for everyone to ...

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Summerland Key Florida Vacation Rentals - Home
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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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Summerland Key Florida Vacation Rentals - Home
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Summerland Key Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”1 Review

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Upscale 4 BR/ 4 BA home on the water. Located on a quite cul- de- sac, the property has very lush, tropical, mature landscaping. The property is very private and secluded. Each bedroom has its own private bathroom, perfect for couples or families vacationing together. We...

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a week in paradise

“ Excellent ”
April 7, 2014
we have just completed a wonderful week in the keys with 6 adults and 4 kids kayaking, fishing and boating in this very nice home which had everything we needed and was a fabulous pace to stay. Right on a calm canal right off an open area which was near some good fishing for the kids who caught over 70 mangrove snappers (keepers) which were grilled on the barbecue. The hearted pool was very comfortable 90 degrees. Thank you Gary for that. The best part was that each bedroom had a dedicated bathroom. Sitting areas were very well situated and sunrise was spectacular. The house is very near Key West which is also a plus. f we ever go back to the southern keys we will definitely try this property first, which turned out to be the best property for the buck.
William Schiller, Raleigh, NC

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Summerland Key Florida Vacation Rentals - Villa
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Summerland Key Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$2,500 - $3,750
Per week:$17,500 - $26,250
Pets allowed:No
Internet:Yes

Step away from the norm and into the most peaceful and quiet blue waters you will ever see, within the Private Island of Serenity, located just 25 miles from Key West and a short boat trip from Summerland Key. This three bedroom home boasts almost 360 degrees of waterfront views...

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