Summerland Key vacation rentals
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Top-rated vacation rentals in Summerland Key
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Summerland Key vacation rentals
Other great vacation rentals in Summerland Key
Home in Cudjoe Key
4.92 out of 5 average rating, 26 reviewsRelaxing and Inviting home with 35' dock
Home in Summerland Key
4.86 out of 5 average rating, 7 reviewsBungalows at Sugarloaf Beach - Little Hammock
Cottage in Cudjoe Key
4.91 out of 5 average rating, 80 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
Home in Cudjoe Key
5.0 out of 5 average rating, 24 reviewsParadise in Cudjoe! Perfect Family Home!
Home in Cudjoe Key
4.82 out of 5 average rating, 49 reviewsSpanish Queen @Venture Out
Home in Cudjoe Key
4.87 out of 5 average rating, 46 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Home in Marathon
4.97 out of 5 average rating, 35 reviewsThe Gulf Cottage at Marathon Key
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
Other great vacation rentals in Summerland Key
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviewsConch Cabana in Paradise 23 miles outside Key West
Tiny home in Big Pine Key
4.85 out of 5 average rating, 33 reviewsTiny Fish Haus
Home in Cudjoe Key
5.0 out of 5 average rating, 12 reviewsSea Turtle Cove
Home in Marathon
5.0 out of 5 average rating, 18 reviewsHorizon
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Boat in Key West
4.93 out of 5 average rating, 46 reviewsSailboat in Luxury Marina
Home in Cudjoe Key
4.9 out of 5 average rating, 31 reviewsWaterfront Venture Out Home
Home in Cudjoe Key
4.92 out of 5 average rating, 12 reviewsWaterfront 35’ Dock,80’ pool,20 min Key West
Quick stats about vacation rentals in Summerland Key
Total rentals
210 properties
Rentals with a pool
140 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
3.5K reviews
Nightly prices starting at
$110 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Summerland Key?
Yes! Work meets play with ease at over 80 vacation rentals in Summerland Key featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Summerland Key?
Four-legged friends are welcome in Summerland Key. Choose from more than 80 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Summerland Key?
Experience the best of Summerland Key with our cottage rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Summerland Key have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Summerland Key. Enjoy a tailored experience with all the comforts you desire.
Are there Summerland Key campsite rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 campsite rentals with pools in Summerland Key, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Summerland Key have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Summerland Key. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Summerland Key have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Summerland Key. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Summerland Key?
Summerland Key has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Rentals with beach access Summerland Key
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- Pet-friendly rentals Summerland Key
- Rentals with a washer and dryer Summerland Key
- Rentals with pools Summerland Key
- Monthly Rentals Summerland Key
- Rentals with outdoor seating Summerland Key
- Family-friendly rentals Summerland Key
- Rentals with a hot tub Summerland Key
- House rentals Summerland Key
- Rentals with a kayak Summerland Key
- Kid-friendly rentals Summerland Key
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