Grassy Key Vacation Rentals
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5 mi
48 rentals in Grassy Key.
The following properties within 20 miles of Grassy Key match all your filters:
Luxury Waterfront Oasis w Heated Pool and 50' Dock
Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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�️<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock
Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Direct Oceanfront Private Paradise - Pool/Spa/Dock
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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P12 - CALL FOR BEST PRICES - Single Family, Direct Ocean Front home with privat
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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P48 - CALL FOR BEST PRICES - Charming 2 bedroom, 2 bath pool home with 50 ft of
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1B/2Ba Seaside Getaway, Pool, Oceanside
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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ISLE BE BACK- Brand new 1br, 2 ba condo. Catch sunset at the Olympic sized pool!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Green Pineapple | Condo in Marathon with pool access
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean Isles Fishing Village #58 | Condo in Marathon with pool, patio & sundeck
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean Isles Fishing Village #21
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxurious Tropical Retreat with Private Tiki Hut
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Brand New Build! Krakens Cove, Marathon FL
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Carney's Reef NEW 1B/1B Pool Patio
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean breeze- Gorgeous 1 bed/ 2 bath condo with stunning Ocean views & huge pool
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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OCEAN ISLES RESORT- "Stunning View"-#23
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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OCEAN ISLES RESORT- Great Views- #82
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Green Turtle Retreat at Ocean Isles! · Ocean Isles Fishing Village #55
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean Escape in the Keys! Kayaks Included
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Inviting oceanfront condo with pool, dock, balcony, & W/D
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Keys Wade NEW 1B/2Bath
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Condo on the ocean with shared pool, grill, and beach access - balcony & W/D
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean Potion NEW 1B/2B 3Balconies Ocean View
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Blue Octopus Hideaway at OI!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ground level house with pool and canal to ocean
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Isles 98 Florida Keys Vacation rental with large community pool
Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Perfect Paradise
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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P51 - CALL FOR BEST PRICES - 2 bedroom 2 bath, single family pool home with dock
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relax & unwind in quiet Butterfly Garden, lounge on lanai, ocean view, & hot tub
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming 3/2 , Open Water Views, Direct Ocean Access, Pool, Tiki Hut, Near Vaca
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pelagic Retreat Excellent Boating Access Vaca Cut & Gulf Newly Updated 2 Bedroom
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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� *NEW Canal-front Rental ~ boating is a breeze!
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront home with Direct Atlantic Ocean access
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3 Bedroom 2.5 Bathroom POOL home with Canal Frontage
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Oceanside Canal-Front Retreat w/Dock, Free WiFi, Deck, Buoy, Gas Grill, & W/D
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Canalfront home with private pool, dock, central AC, fast WiFi, washer/dryer
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Ocean View Home!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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P60 - Brand New 4 bedroom 4 bathroom home with pool and dockage. Amazing...
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Brand New Modern*4Bed4Ba*Private Dock+Heated Pool!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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La Palma Verde 4bed/4 bath with pool and dockage plus 2 kayaks
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Casa Playa ~ Elite Luxury Pool Home ~ Includes Kayaks and Paddleboards
Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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4 Bed 5 Bath 75ftDock DeepWater Canal Private SaltWater Heated Pool Kayaks Bikes
Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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4 Bed, 5 bath boat dock pool kayaks quick access to the Gulf and Ocean
Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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SeaBreeze� A Private Pool, Pet Friendly �
Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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NEW Pelican's Nest: Oceanfront Home Featuring Pool, Tiki Bar, and Dockage
Rental Home
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Welcoming condo with pool, washer/dryer, TV, & balcony - snowbird-friendly
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Showing results 1-48 of 48
Frequently Asked Questions about Grassy Key
- Yes, here are some popular vacation rentals in Grassy Key that have a pool:
- Luxury Waterfront Oasis w Heated Pool and 50' Dock
- �️<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock
- Direct Oceanfront Private Paradise - Pool/Spa/Dock
- Yes, here are some popular vacation rentals in Grassy Key that have internet access:
- Luxury Waterfront Oasis w Heated Pool and 50' Dock
- �️<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock
- Direct Oceanfront Private Paradise - Pool/Spa/Dock
- Some of the most popular kid friendly rentals in Grassy Key are:
- Luxury Waterfront Oasis w Heated Pool and 50' Dock
- �️<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock
- Direct Oceanfront Private Paradise - Pool/Spa/Dock
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