Holiday rentals in Summerland Key
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Top-rated holiday rentals in Summerland Key
Guests agree: these stays are highly rated for location, cleanliness and more.
Cottage in Cudjoe Key
4.92 out of 5 average rating, 130 reviewsATLANTIS...Ocean Front Cottage Retreat!
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!
28 Dec – 4 Jan
Tiny home in Big Pine Key
4.8 out of 5 average rating, 88 reviewsBreezy pines 28 foot 5th wheel trailer .
Central air,queen size bed in the bedroom,queen size futon in the living room, tv,stove,refrigerator,propane grill,wifi,and an outdoor dining table.Owner uses the outdoor storage shed for fishing purposes.Newly renovated vinyl floor.New carpet in the bedroom.New toilet installed.The water pressure has been fixed and is now perfect.One cup k cup machine.Mile marker 30.Take the north entrance.Take your first left.Take your second right.Bare right and lot 54 is the first trailer on the left.
16–23 Oct
Home in Cudjoe Key
4.91 out of 5 average rating, 102 reviewsSunrise Beach Escape
For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.
6–13 Jul
Holiday rentals for every style
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Popular amenities for Summerland Key holiday rentals
Other great holiday rentals in Summerland Key
Home in Cudjoe Key
4.94 out of 5 average rating, 18 reviewsConch Cabana in Paradise 23 miles outside Key West
7–14 Jun
Home in Cudjoe Key
4.83 out of 5 average rating, 24 reviewsKeys Island Villa - Venture Out Home 354
19–26 Dec
Campervan/Motorhome in Big Pine Key
4.91 out of 5 average rating, 34 reviewsHaving fun in the lower Keys
31 Jul – 7 Aug
Apartment in Key West
4.99 out of 5 average rating, 83 reviewsHidden Beach Duplex, Best Place in Key West
2–9 Aug
Cottage in Cudjoe Key
4.91 out of 5 average rating, 75 reviewsKing Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
24 Feb – 3 Mar
Home in Big Pine Key
4.89 out of 5 average rating, 62 reviewsFishermen`s Paradise: Huge pool, 220-foot dock
8–15 Sep
Campervan/Motorhome in Big Pine Key
4.94 out of 5 average rating, 34 reviewsDelightful 1 bedroom camper with pool
8–15 Jul
Home in Cudjoe Key
4.84 out of 5 average rating, 37 reviewsKeys Cove
18–25 Jan
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 81 reviewsTurtle-By-The-Sea: the Best Deal in KCB!
3–10 May
Home in Cudjoe Key
5.0 out of 5 average rating, 5 reviewsVenture Out -Million Dollar Island Resort
23–30 Nov
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
28 Sep – 5 Oct
Holiday home in Cudjoe Key
5.0 out of 5 average rating, 30 reviewsBeautiful Cottage & Amenities in Gated Community
23–30 Aug
Quick stats about holiday rentals in Summerland Key
Total rentals | 210 properties |
---|---|
Rentals with a pool | 140 properties have a pool |
Pet-friendly rentals | 90 properties allow pets |
Family-friendly rentals | 180 properties are a good fit for families |
Total number of reviews | 3.3K reviews |
Nightly prices starting at | € 83 before taxes and fees |
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- Monthly Rentals Summerland Key
- Rentals with a kayak Summerland Key
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