Waterfront vacation rentals in Summerland Key
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Summerland Key
Guests agree: these waterfront 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 waterfront rentals
Waterfront apartment rentals
Apartment in Tavernier
4.95 out of 5 average rating, 149 reviewsBoho FL Keys Condo
Oct 10 – 17
Apartment in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
Dec 8 – 15
Apartment in Key Largo
4.92 out of 5 average rating, 106 reviews2/1 Oceanfront Apartment with Dockage
Apr 10 – 17
Apartment in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
Dec 10 – 17
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Jul 15 – 22
Apartment in Key Largo
4.78 out of 5 average rating, 137 reviewsEscape to the Seaside!
Jul 28 – Aug 2
Apartment in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
Dec 3 – 10
Apartment in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
Aug 12 – 19
Waterfront house rentals
Home in Marathon
4.9 out of 5 average rating, 136 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
Apr 12 – 19
Home in Cudjoe Key
5.0 out of 5 average rating, 23 reviewsParadise in Cudjoe! Perfect Family Home!
Oct 4 – 11
Home in Cudjoe Key
5.0 out of 5 average rating, 7 reviewsVenture Out- Million Dollar Island Resort
Dec 7 – 14
Home in Cudjoe Key
4.82 out of 5 average rating, 49 reviewsSpanish Queen @Venture Out
Jan 6 – 13
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviewsConch Cabana in Paradise 23 miles outside Key West
Jan 13 – 20
Home in Cudjoe Key
4.87 out of 5 average rating, 45 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Mar 3 – 10
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
Oct 8 – 15
Home in Cudjoe Key
4.83 out of 5 average rating, 12 reviewsRise-N-Shine
Feb 9 – 16
Waterfront condo rentals
Condo in Key West
4.89 out of 5 average rating, 148 reviewsLarge waterfront 2/2 end unit with boat slip
Mar 22 – 29
Condo in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Sep 21 – 28
Condo in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Apr 1 – 8
Condo in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
Apr 22 – 29
Condo in Tavernier
4.93 out of 5 average rating, 135 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Feb 20 – 27
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Mar 10 – 17
Condo in Tavernier
4.91 out of 5 average rating, 111 reviews500 Burton Drive Tavernier, Key Largo
Oct 7 – 14
Condo in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Apr 24 – May 1
Quick stats about waterfront rentals in Summerland Key
Total rentals
120 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
$110 before taxes and fees
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