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Vacation Homes in Summerland Key

🌴 TROPICAL RETREAT 🌴 RV in the Keys

10.0 out of 10, Exceptional, (1)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
The price is SAR 503
SAR 1,233 total
includes taxes & fees
29 Aug - 30 Aug
🌴 TROPICAL RETREAT 🌴 RV in the Keys

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
The price is SAR 559
SAR 1,636 total
includes taxes & fees
29 Aug - 30 Aug
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

9.8 out of 10, Exceptional, (81)
"Great location near Key West. Awesome property, will book again."
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

8.8 out of 10, Excellent, (152)
"The place was spacious, very clean and beautiful!"
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
The price is SAR 916
SAR 2,231 total
includes taxes & fees
29 Aug - 30 Aug
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

8.8 out of 10, Excellent, (87)
"Property was adequate but could use a few updates. The location was great. Easy to get to Key West near good local restaurants and beaches. Would stay again. "
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
9.8 out of 10, Exceptional, (7)
"We loved the property so much that we barely left it. The view from the porch was the most peaceful serene view. "
Island Time #110 Ocean Views - Cudjoe Key

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (237)
"Clean and inviting property, great location, attentive host. Highly recommend."
The price is SAR 1,313
SAR 3,068 total
includes taxes & fees
29 Aug - 30 Aug
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

10.0 out of 10, Exceptional, (2)
"Absolutely love it here… Randy is great to work with and always available. "
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Sailfish Haven #390 - Ocean Views, 35' seawall

8.8 out of 10, Excellent, (6)
"We really enjoyed our stay. The home was exactly as advertised which we definitely appreciated. It was nice to have the kitchen with a wine opener and decent dishes. Being on the water was a plus for our cousin specifically but enjoyed by all. We sat on the back deck morning and night. It was fun to watch the pelicans and boats. Definitely highly recommend. "
The price is SAR 896
SAR 2,205 total
includes taxes & fees
10 Sep - 11 Sep
Sailfish Haven #390 - Ocean Views, 35' seawall

Private and Exclusive Beach Getaway

10.0 out of 10, Exceptional, (1)
"If you're looking for a peaceful and picturesque getaway, the Bungalows at Sugarloaf Beach is the perfect choice!Thank you, Cadmier, for your hospitality. See again. Respectfully, Samat Sakebaev "
The price is SAR 3,920
SAR 7,384 total
includes taxes & fees
31 Aug - 1 Sep
Private and Exclusive Beach Getaway

One of the very few beach houses with a daily, rental license in the Keys.

8.8 out of 10, Excellent, (64)
"The house is special, it transmits a lot of peace next to that spectacular dock where the fishing is fabulous, everything is very clean and well equipped with cauldrons etc.I will be back 100%"
One of the very few beach houses with a daily, rental license in the Keys.

Reel Island Retreat #273 at Venture Out in the Florida Keys

9.6 out of 10, Exceptional, (7)
"The staff at Venture one was absolutely amazing. The home we stayed in was also a great location. Dated but clean. Definitely will stay at Venture again !"
Reel Island Retreat #273 at Venture Out in the Florida Keys

Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

2.0 star property
9.0 out of 10, Wonderful, (7)
"Loved the location! Very nice park. Our place had an amazing view to watch the sunrise and to enjoy a nice home cooked meal before heading up to the pool."
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

9.4 out of 10, Exceptional, (26)
"Close to Key West and lots of great boating"
The price is SAR 994
SAR 2,331 total
includes taxes & fees
10 Sep - 11 Sep
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Kelly's Kabin - Adorable Private Summerland Key Cottage

9.8 out of 10, Exceptional, (119)
"We enjoyed our stay in Kelly's Kabin. The house was very clean and comfortable, and was in a great location for exploring the mid to lower Keys. "
The price is SAR 692
SAR 1,854 total
includes taxes & fees
2 Sep - 3 Sep
Kelly's Kabin - Adorable Private Summerland Key Cottage

Mahi House #440 - 35' seawall

10.0 out of 10, Exceptional, (1)
"The house was just right. Nice community. Quiet and peaceful. Just what we needed. The host was kind and responsive. "
The price is SAR 975
SAR 2,305 total
includes taxes & fees
2 Sep - 3 Sep
Mahi House #440 - 35' seawall

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

9.8 out of 10, Exceptional, (8)
"Beautiful place!"
The price is SAR 1,585
SAR 3,022 total
includes taxes & fees
26 Sep - 27 Sep
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

Galleon Getaway #533- Oceanfront Community

Galleon Getaway #533- Oceanfront Community

The Lighthouse - Beach Houses Key West

9.6 out of 10, Exceptional, (11)
"We saved up for 3 years for this trip and this property did not disappoint! Thank you for sharing your beautiful piece of paradise with us!"
The price is SAR 1,871
SAR 4,189 total
includes taxes & fees
4 Sep - 5 Sep
The Lighthouse - Beach Houses Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Summerland Key Hotel Reviews