Waterfront holiday rentals in Big Pine Key
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Top-rated waterfront rentals in Big Pine Key
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 Big Pine Key
Waterfront apartment rentals
Flat in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
6–13 Oct
Flat in Tavernier
4.95 out of 5 average rating, 147 reviewsBoho FL Keys Condo
11–18 Apr
Flat in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
16–23 Mar
Flat in Key Largo
4.92 out of 5 average rating, 106 reviews2/1 Oceanfront Apartment with Dockage
2–9 Jul
Flat in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
3–10 Apr
Flat in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
19–26 Sep
Flat in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
29 Aug – 5 Sep
Flat in Marathon
5.0 out of 5 average rating, 5 reviewsMarathon Studio on Lovely Resort w/Amenities
25 Dec – 1 Jan
Waterfront house rentals
Home in Marathon
4.9 out of 5 average rating, 136 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
5–12 Apr
Home in Key Colony Beach
4.96 out of 5 average rating, 135 reviewsBeautiful open plan remodeled home in Key Colony
27 Apr – 4 May
Home in Cudjoe Key
5.0 out of 5 average rating, 23 reviewsParadise in Cudjoe! Perfect Family Home!
4–11 Oct
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
31 Aug – 7 Sep
Home in Big Pine Key
4.89 out of 5 average rating, 63 reviewsFishermen`s Paradise
4–11 Dec
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
22 Feb – 1 Mar
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
28 Aug – 4 Sep
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
10–17 Nov
Waterfront apartment rentals
Apartment in Key West
4.93 out of 5 average rating, 132 reviewsBeach Club Ocean Front 2BR Condo
1–8 Dec
Apartment in Key West
4.88 out of 5 average rating, 147 reviewsLarge waterfront 2/2 end unit with boat slip
8–15 Nov
Apartment in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
30 Aug – 6 Sep
Apartment in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
11–18 Dec
Apartment in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
8–15 Nov
Apartment in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
15–22 Sep
Apartment in Tavernier
4.93 out of 5 average rating, 133 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
14–21 Feb
Apartment in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
27 Apr – 4 May
Quick stats about waterfront rentals in Big Pine Key
Total rentals
120 properties
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
2T reviews
Nightly prices starting at
₹8,344 before taxes and fees
Destinations to explore
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