Grassy Key Holiday Rentals
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5 mi
53 rentals in Grassy Key.
"Casa Azul Villa" - Beautiful Spacious Home with Private Pool, Dock, kayaks
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Blue Breeze: 3 BR, 2.5 BA House in Grassy Key, Sleeps 8
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Morton Manor: Updated 9-Bed, 7.5-Bath Estate with Private Pool, Pickleball, Tiki
Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 24
Match: Sleeps
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Oceanfront Spanish Villa: 4 bed, loft, 8 guests
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The following properties within 20 miles of Grassy Key match all your filters:
Luxury Waterfront Oasis w Heated Pool and 50' Dock
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Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool
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Direct Oceanfront Private Paradise - Pool/Spa/Dock
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P12 - CALL FOR BEST PRICES - Single Family, Direct Ocean Front home with privat
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1B/2Ba Seaside Getaway, Pool, Oceanside
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Luxurious Tropical Retreat with Private Tiki Hut
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Brand New Build! Krakens Cove, Marathon FL
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Carney's Reef 1B/1B Pool, Large Patio &Living Room
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ocean Isles Fishing Village #55
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Modern waterfront condo with pool, shared dock, & W/D - snowbird-friendly
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Keys Wade 1B/2Bath Pool Clubhouse Patio
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Ocean Potion 1B/2B 3Balconies Ocean View
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Blue Octopus Hideaway at OI!
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Ground level house with pool and canal to ocean
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Ocean Isles #98 ~ Fishing Village ~ Brand New Waterfront Condo w/ Pool!
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Perfect Paradise
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P51 - CALL FOR BEST PRICES - 2 bedroom 2 bath, single family pool home with dock
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Lo-Key 1: Discover Your Slice of Paradise, Charming Marathon Home, Pool, Deck
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It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets.
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Relax & unwind in quiet Butterfly Garden, lounge on lanai, ocean view, & hot tub
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Lovely 3bed 2 bath Beautiful Water Views, Ocean Access, Pool, Tiki,
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Pelagic Retreat POOL Excellent Boating Access Vaca Cut & Gulf Updated 2 Bedroom
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront home with Direct Atlantic Ocean access
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3 Bedroom 2.5 Bathroom POOL home with Canal Frontage
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Canalfront home with private pool, dock, central AC, fast WiFi, washer/dryer
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Gorgeous Ocean View Home!
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P60 - 4 bedroom 4 bathroom home with pool and dockage. Amazing outside living...
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Brand New Modern*4Bed4Ba*Private Dock+Heated Pool!
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La Palma Verde 4bed/4 bath with pool and dockage plus 2 kayaks
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Casa Playa ~ Luxury Waterfront Pool Home w/ 36` Dock!
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4 Bed 5 Bath 75ftDock DeepWater Canal Private SaltWater Heated Pool Kayaks Bikes
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Perla Blanca 4 Bed 5 Bath kayaks pool boat dock
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SeaBreeze 6 Bedroom Ocean Side | 6 Bed, 4 Bath
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LAZY RIVER POOL, 4-bedroom waterfront house with dock, and ocean access.
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly waterfront retreat with dock, private pool, washer/dryer, patio
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Private Pool & Dock, Stunning Waterfront Home!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ocean Isles #123 ~ Sea Breeze, Waterfront Condo w Pool, Breathtaking Ocean
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Paradise Palms: Movie Theater - Pool - Hot Tub - Boat/RV Parking
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Atlantic Escape 2B/3Ba Pool
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Steps to the Ocean & Heated Pool
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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6BR/5BA Pelican's Nest: Oceanfront Home With Pool, Tiki Bar, and 150' Boat
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Charming 3-bedroom house in Marathon with Pool and Dock
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Discover Your Bliss. Your Tropical Waterfront Paradise Awaits!"
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Escape to Paradise at Ocean Isles Fishing Village!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Blue Bungalow New Listing Canal Front Dock Pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Discover paradise in this bay view tropical oasis for the perfect Keys gateway
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 53
Frequently Asked Questions about Grassy Key
- Yes, here are some popular holiday rentals in Grassy Key that have a pool:
- "Casa Azul Villa" - Beautiful Spacious Home with Private Pool, Dock, kayaks
- Blue Breeze: 3 BR, 2.5 BA House in Grassy Key, Sleeps 8
- Oceanfront Spanish Villa: 4 bed, loft, 8 guests
- Yes, here are some popular holiday rentals in Grassy Key that have internet access:
- "Casa Azul Villa" - Beautiful Spacious Home with Private Pool, Dock, kayaks
- Blue Breeze: 3 BR, 2.5 BA House in Grassy Key, Sleeps 8
- Oceanfront Spanish Villa: 4 bed, loft, 8 guests
- Some of the most popular kid friendly rentals in Grassy Key are:
- "Casa Azul Villa" - Beautiful Spacious Home with Private Pool, Dock, kayaks
- Blue Breeze: 3 BR, 2.5 BA House in Grassy Key, Sleeps 8
- Oceanfront Spanish Villa: 4 bed, loft, 8 guests