Waterfront holiday rentals in Stock Island
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Top-rated waterfront rentals in Stock Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Stock Island
Waterfront apartment rentals
Flat in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
29 Aug – 5 Sept
Flat in Key West
4.89 out of 5 average rating, 44 reviewsPenthouse in Paradise
24–31 Aug
Flat in Key West
5.0 out of 5 average rating, 3 reviewsPartial ocean view studio with king bed
12–19 Apr
Flat in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
19–26 Sept
Flat in Key Colony Beach
4.86 out of 5 average rating, 77 reviewsBeachside Unit 22 - Private Beach on Atlantic
2–9 Jan
Flat in Marathon
5.0 out of 5 average rating, 5 reviewsMarathon Studio on Lovely Resort w/Amenities
25 Dec – 1 Jan
Flat in Marathon
4.95 out of 5 average rating, 38 reviewsDock POOL Kayaks Bikes Beach2mi WalkToStores
3–10 Dec
Flat in Key West
Hyatt Windward Pointe! Great Location!
19–26 May
Waterfront house rentals
Home in Marathon
4.97 out of 5 average rating, 117 reviewsMarathon one-level home on the Marina - with slip!
23–30 Mar
Home in Marathon
4.9 out of 5 average rating, 136 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
5–12 Apr
Home in Cudjoe Key
4.81 out of 5 average rating, 220 reviewsOCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!
14–21 Apr
Home in Cudjoe Key
4.86 out of 5 average rating, 43 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
10–17 Oct
Home in Cudjoe Key
4.94 out of 5 average rating, 17 reviewsMay Extravaganza - Relax in Paradise!
1–8 Oct
Home in Cudjoe Key
5.0 out of 5 average rating, 7 reviewsVenture Out- Million Dollar Island Resort
30 Nov – 7 Dec
Home in Key Colony Beach
4.98 out of 5 average rating, 51 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
15–22 Apr
Home in Cudjoe Key
5.0 out of 5 average rating, 23 reviewsParadise in Cudjoe! Perfect Family Home!
4–11 Oct
Waterfront apartment rentals
Apartment in Key West
5.0 out of 5 average rating, 28 reviewsGorgeous Ocean View in Paradise
31 Aug – 7 Sept
Apartment in Key West
4.98 out of 5 average rating, 45 reviewsOceanfront 3 bed condo Ocean Edge w/ optional slip
7–14 Apr
Apartment in Key West
5.0 out of 5 average rating, 7 reviewsPremium Ocean View Residence
28 Jun – 5 Jul
Apartment in Key West
4.96 out of 5 average rating, 76 reviewsHidden Beach unit 1 The Perfect Place to stay
24 Nov – 1 Dec
Apartment in Key West
5.0 out of 5 average rating, 6 reviewsThe Lark's Landing - Condo at Sunrise Suites
15–22 Dec
Apartment in Key West
5.0 out of 5 average rating, 21 reviewsKey West Condo with Balcony Ocean View
7–14 Mar
Apartment in Key West
4.78 out of 5 average rating, 27 reviewsHenry's Piece of Paradise On The Ocean In Key West
1–8 Feb
Apartment in Key Colony Beach
5.0 out of 5 average rating, 27 reviewsSea-Esta Condo beach and pool
2–9 Nov
Quick stats about waterfront rentals in Stock Island
Total rentals
30 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.7K reviews
Nightly prices starting at
£88 before taxes and fees
Destinations to explore
- Key West Holiday rentals
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- Fitness-friendly rentals Stock Island
- Rentals with a washing machine and dryer Stock Island
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- Family-friendly rentals Stock Island
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- Rentals with pools Stock Island
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