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Waterfront holiday rentals in Sunset Key

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Top-rated waterfront rentals in Sunset Key

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Houseboat in Key West

4.81 out of 5 average rating, 254 reviews

Key West Houseboat Paradise

56 foot houseboat (1987), Fully Rebuilt in 2022. On a old 15 slip dock on Stock Island, 15 min drive to Key West. Big living room, Full Kitchen, Queen Bdrm + sofa bed. The dock is very local, 'old Key West' sort of vibe with mostly older live-aboard boats. The property has an fairly industrial feel to it with a 2-bay local garage/taxi company on site so Shore Side is nuthin' fancy but the back deck looks out on mangrove islands dotting Boca Chica Channel with two 12' Sea Kayaks ready to go.

9–16 Mar

₹32,658 per night

Guest favourite

Cottage in Little Torch Key

4.91 out of 5 average rating, 146 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

6–13 Sep

₹40,704 per night

Guest favourite

Apartment in Key Colony Beach

4.91 out of 5 average rating, 197 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

29 Oct – 5 Nov

₹29,078 per night

Guest favourite

Home in Cudjoe Key

4.97 out of 5 average rating, 121 reviews

Cudjoe Key Home with a View

We are so excited to share our little piece of paradise with you! Our unit is located a short walk away from all the amenities the Venture Out community has to offer such as a pool, hot tub, lagoon, bocce ball, tennis courts, playground and boat marina. On the property we have a 2-person hybrid kayak for your enjoyment. We also provide table games (we love a game night) as well as the equipment to play bocce ball and darts which can be played in the recreation center.

7–14 Oct

₹30,973 per night

Guest favourite

Home in Marathon

4.99 out of 5 average rating, 106 reviews

Sea Ray Cove , 75’ boat dock, 1 block from beach!

2024 - New Weber grill This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

24–31 Aug

₹34,714 per night

Guest favourite

Apartment in Key Colony Beach

4.91 out of 5 average rating, 112 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

Unit 39 Details: Second Floor Unit, Tub with Shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

22–29 Aug

₹19,787 per night

Guest favourite

Townhouse in Key West

4.91 out of 5 average rating, 109 reviews

Poolside Cottage #411

Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the Seaport and world famous Duval Street! Bikes, kayaks, paddle boards and golf carts can be rented locally

4–11 Oct

₹23,943 per night

Apartment in Key West

4.89 out of 5 average rating, 122 reviews

Downtown Waterfront Penthouse Pool, Parking, Dock

Bring your family & friends to this 2200sqft waterfront Penthouse condo. Endless water views from one of the tallest buildings in Key West. 4B/4B with loft sleeping 14. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ. On-site amenities: heated pool, tiki bar & grill, bike rentals, parking, secure keyless entry, & private elevator. 10min Lyft/Uber from Key West Airport (EYW)

28 May – 4 Jun

₹93,957 per night

Flat in Key West

4.89 out of 5 average rating, 136 reviews

Key West Beachside 1400sf, 2 Bedroom Condo

Welcome to our Key West Condo. This spacious well appointed 2 bedroom, 2 bath condo sleeps 6 and is next to the best beach on Key West. This condo is the perfect alternative to staying in a hotel. It gives you a true island experience. Great for Couples and Families We have a Website specific to our Condo where we offer special pricing, discounts and additional pictures Search-keywestbeachsidecondo

6–13 Oct

₹46,626 per night

Flat in Key West

4.92 out of 5 average rating, 175 reviews

KW Luxury 2/2 Beachfront resort Tropical Oasis

1357 s f Luxury beachfront resort condo w/ all the amenities - beachfront heated Olympic pool, 3 lighted tennis courts, 20 man hot tub, tropical gardens, beach, saunas, Gym, BBQ Grills everything to make your vacation spectacular! You must be at least 25 years old to rent this property. This is a no animal rental due to extreme allergies of the owner. Thank you for understanding

16–23 Mar

₹59,875 per night

Guest favourite

Townhouse in Marathon

4.97 out of 5 average rating, 146 reviews

Marathon Keys Coral Lagoon Unit 2 Waterfront Villa

Welcome to paradise! We are proud to offer you one of the nicest waterfront units in Coral Lagoon! Please Note: For your safety, the entire house is sanitized prior to your arrival. Along with our standard cleaning practices we have a local company that comes in and fogs the entire house with hospital grade sanitizer.

3–10 Nov

₹46,179 per night

Guest favourite

Apartment in Key West

4.85 out of 5 average rating, 143 reviews

Anchor Drop modern elegance upgrades throughout vi

Totally renovated top of the the line unit. King bed in the master bedroom, 2 twins or a king in the guest bedroom and a queen sleeper sofa in the living room. Beautifully decorated by an interior designer. Wireless Internet.High End Anchor Drop

15–22 Sep

₹41,473 per night

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Popular amenities for waterfront rentals in Sunset Key

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Flat in Key West

4.94 out of 5 average rating, 16 reviews

Oceanfront Condo in Key West

29 Aug – 5 Sep

₹59,247 per night

Flat in Key West

5.0 out of 5 average rating, 3 reviews

Partial ocean view studio with king bed

12–19 Apr

₹31,308 per night

Guest favourite

Flat in Marathon

5.0 out of 5 average rating, 8 reviews

Gated Oceanfront Heated Pool

19–26 Sep

₹19,711 per night

Flat in Key West

4.89 out of 5 average rating, 45 reviews

Penthouse in Paradise

24–31 Aug

₹47,380 per night

Guest favourite

Flat in Marathon

5.0 out of 5 average rating, 5 reviews

Marathon Studio on Lovely Resort w/Amenities

25 Dec – 1 Jan

₹33,145 per night

Guest favourite

Flat in Marathon

4.95 out of 5 average rating, 38 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

3–10 Dec

₹16,682 per night

Flat in Marathon

New place to stay

Ocean Oasis!OceanView-Beach/Pool

5–12 Apr

₹54,506 per night

Flat in Key West

Hyatt Windward Pointe! Great Location!

19–26 May

₹36,019 per night

Waterfront house rentals

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 117 reviews

Marathon one-level home on the Marina - with slip!

23–30 Mar

₹54,494 per night

Guest favourite

Home in Marathon

4.9 out of 5 average rating, 136 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

5–12 Apr

₹28,279 per night

Home in Cudjoe Key

4.86 out of 5 average rating, 43 reviews

*Emerald Seas*-Florida Keys Ocean Front Paradise!

10–17 Oct

₹41,555 per night

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 16 reviews

Horizon

31 Aug – 7 Sep

₹68,653 per night

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 15 reviews

Florida Keys Oceanside Utopia

16–23 Aug

₹30,599 per night

Guest favourite

Home in Key Colony Beach

4.98 out of 5 average rating, 51 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

15–22 Apr

₹23,096 per night

Guest favourite

Home in Key Colony Beach

5.0 out of 5 average rating, 96 reviews

ABeachBungalow-60’dock w/ access to pool and beach

22 Feb – 1 Mar

₹38,838 per night

Guest favourite

Home in Cudjoe Key

5.0 out of 5 average rating, 23 reviews

Paradise in Cudjoe! Perfect Family Home!

4–11 Oct

₹32,894 per night

Waterfront apartment rentals

Guest favourite

Apartment in Key West

4.83 out of 5 average rating, 243 reviews

La Dolce Vita, Old Town Steps to Duval! 3 blks bch

27 Apr – 4 May

₹40,623 per night

Guest favourite

Apartment in Key West

4.96 out of 5 average rating, 76 reviews

Hidden Beach unit 1 The Perfect Place to stay

24 Nov – 1 Dec

₹51,990 per night

Guest favourite

Apartment in Key West

5.0 out of 5 average rating, 28 reviews

Gorgeous Ocean View in Paradise

31 Aug – 7 Sep

₹45,669 per night

Guest favourite

Apartment in Key West

5.0 out of 5 average rating, 7 reviews

Premium Ocean View Residence

28 Jun – 5 Jul

₹39,116 per night

Apartment in Key West

5.0 out of 5 average rating, 12 reviews

Cielo Azul @ Beach Club - Oceanfront Condo

10–17 Aug

₹63,273 per night

Apartment in Key West

5.0 out of 5 average rating, 21 reviews

Key West Condo with Balcony Ocean View

7–14 Mar

₹54,720 per night

Guest favourite

Apartment in Key West

4.98 out of 5 average rating, 45 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

7–14 Apr

₹87,867 per night

Guest favourite

Apartment in Key Colony Beach

5.0 out of 5 average rating, 27 reviews

Sea-Esta Condo beach and pool

2–9 Nov

₹19,710 per night

Destinations to explore