House vacation rentals in Summerland Key
Find and book unique houses on Airbnb
Top-rated house rentals in Summerland Key
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Key Colony Beach
4.96 out of 5 average rating, 134 reviewsBeautiful open plan remodeled home in Key Colony
Oct 23 – 30
Home in Cudjoe Key
5.0 out of 5 average rating, 7 reviewsVenture Out- Million Dollar Island Resort
Nov 30 – Dec 7
Home in Cudjoe Key
4.82 out of 5 average rating, 49 reviewsSpanish Queen @Venture Out
Aug 18 – 25
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
Sep 30 – Oct 7
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviewsConch Cabana in Paradise 23 miles outside Key West
Apr 15 – 22
Home in Cudjoe Key
4.82 out of 5 average rating, 11 reviewsRise-N-Shine
Apr 7 – 14
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Apr 26 – May 3
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Aug 31 – Sep 7
Weekly house rentals
Home in Cudjoe Key
5.0 out of 5 average rating, 23 reviewsParadise in Cudjoe! Perfect Family Home!
Oct 4 – 11
Home in Big Pine Key
4.92 out of 5 average rating, 13 reviewsHome in Big Pine Key
Feb 28 – Mar 7
Home in Cudjoe Key
4.85 out of 5 average rating, 39 reviewsRelaxing Home in the Keys
Nov 23 – 30
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
May 16 – 23
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
Feb 10 – 17
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
Nov 9 – 16
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
Dec 3 – 10
Home in Big Pine Key
4.82 out of 5 average rating, 62 reviewsKey home with open water access!!
Oct 2 – 9
Private house rentals
Home in Duck Key
5.0 out of 5 average rating, 31 reviewsPrivate Pool Tropical Oasis - Centrally Located
Nov 20 – 27
Home in Marathon
4.97 out of 5 average rating, 58 reviewsPrivate 174ft Dock, Boat Launch, Sombrero Beach
Sep 5 – 12
Home in Cudjoe Key
4.89 out of 5 average rating, 27 reviewsCozy 2 br/2 bath home in Cudjoe
Nov 28 – Dec 5
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
Feb 22 – Mar 1
Home in Marathon
4.95 out of 5 average rating, 21 reviewsParadise in the Keys
Nov 20 – 27
Home in Marathon
5.0 out of 5 average rating, 39 reviewsOceanview Escape
Aug 30 – Sep 6
Home in Cudjoe Key
4.83 out of 5 average rating, 6 reviewsSailfish Haven
Aug 27 – Sep 3
Home in Marathon
5.0 out of 5 average rating, 10 reviewsCanal Front, Boat Dock, Updated!
Aug 6 – 13
Quick stats about house rentals in Summerland Key
Total rentals
170 properties
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
2.5K reviews
Nightly prices starting at
G$27,165 GYD before taxes and fees
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