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Villas in Grassy Key

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5 km
56 rentals in Grassy Key.
Efficiency 8a, located 50 yards from Ocean, holiday rental in Grassy Key
Efficiency 8a, located 50 yards from Ocean, holiday rental in Grassy Key
Efficiency 8a, located 50 yards from Ocean, holiday rental in Grassy Key

Efficiency 8a, located 50 yards from Ocean

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Unit 10, Furnished Studio located 50 yards from ocean, holiday rental in Grassy Key
Unit 10, Furnished Studio located 50 yards from ocean, holiday rental in Grassy Key
Unit 10, Furnished Studio located 50 yards from ocean, holiday rental in Grassy Key

Unit 10, Furnished Studio located 50 yards from ocean

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Unit 9, Furnished Studio located 50 yards from ocean, holiday rental in Grassy Key
Unit 9, Furnished Studio located 50 yards from ocean, holiday rental in Grassy Key
Unit 9, Furnished Studio located 50 yards from ocean, holiday rental in Grassy Key

Unit 9, Furnished Studio located 50 yards from ocean

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK &  POOL, holiday rental in Grassy Key
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK &  POOL, holiday rental in Grassy Key
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK &  POOL, holiday rental in Grassy Key

Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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 Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious, holiday rental in Grassy Key
 Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious, holiday rental in Grassy Key
 Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious, holiday rental in Grassy Key

Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Glamping in the Florida Keys , holiday rental in Grassy Key
Glamping in the Florida Keys , holiday rental in Grassy Key
Glamping in the Florida Keys , holiday rental in Grassy Key

Glamping in the Florida Keys

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The following properties within 32 kms of Grassy Key match all your filters:
Luxury Waterfront Oasis w Heated Pool and 50' Dock, holiday rental in Grassy Key
Luxury Waterfront Oasis w Heated Pool and 50' Dock, holiday rental in Grassy Key
Luxury Waterfront Oasis w Heated Pool and 50' Dock, holiday rental in Grassy Key

Luxury Waterfront Oasis w Heated Pool and 50' Dock

Holiday Rental House
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, holiday rental in Grassy Key
�️<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock, holiday rental in Grassy Key
�️<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock, holiday rental in Grassy Key

�️<1 Min to Ocean Sleeps 12 Waterfront Home Ocean Side Deep Canal 68ft Dock

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Direct Oceanfront Private Paradise - Pool/Spa/Dock, holiday rental in Grassy Key
Direct Oceanfront Private Paradise - Pool/Spa/Dock, holiday rental in Grassy Key
Direct Oceanfront Private Paradise - Pool/Spa/Dock, holiday rental in Grassy Key

Direct Oceanfront Private Paradise - Pool/Spa/Dock

Holiday Rental House
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, holiday rental in Grassy Key
P12 - CALL FOR BEST PRICES - Single Family, Direct Ocean Front home with privat, holiday rental in Grassy Key
P12 - CALL FOR BEST PRICES - Single Family, Direct Ocean Front home with privat, holiday rental in Grassy Key

P12 - CALL FOR BEST PRICES - Single Family, Direct Ocean Front home with privat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Updated Canal Front, Private Dock, Ocean Side, holiday rental in Grassy Key
Updated Canal Front, Private Dock, Ocean Side, holiday rental in Grassy Key
Updated Canal Front, Private Dock, Ocean Side, holiday rental in Grassy Key

Updated Canal Front, Private Dock, Ocean Side

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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P48 - CALL FOR BEST PRICES - Charming 2 bedroom, 2 bath pool home with 50 ft of, holiday rental in Grassy Key
P48 - CALL FOR BEST PRICES - Charming 2 bedroom, 2 bath pool home with 50 ft of, holiday rental in Grassy Key
P48 - CALL FOR BEST PRICES - Charming 2 bedroom, 2 bath pool home with 50 ft of, holiday rental in Grassy Key

P48 - CALL FOR BEST PRICES - Charming 2 bedroom, 2 bath pool home with 50 ft of

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean Isles Fishing Village #58 | Condo in Marathon with pool, patio & sundeck, holiday rental in Grassy Key
Ocean Isles Fishing Village #58 | Condo in Marathon with pool, patio & sundeck, holiday rental in Grassy Key
Ocean Isles Fishing Village #58 | Condo in Marathon with pool, patio & sundeck, holiday rental in Grassy Key

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, holiday rental in Grassy Key
Ocean Isles Fishing Village #21, holiday rental in Grassy Key
Ocean Isles Fishing Village #21, holiday rental in Grassy Key

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, holiday rental in Grassy Key
Luxurious Tropical Retreat with Private Tiki Hut, holiday rental in Grassy Key
Luxurious Tropical Retreat with Private Tiki Hut, holiday rental in Grassy Key

Luxurious Tropical Retreat with Private Tiki Hut

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Brand New Build!  Krakens Cove, Marathon FL, holiday rental in Grassy Key
Brand New Build!  Krakens Cove, Marathon FL, holiday rental in Grassy Key
Brand New Build!  Krakens Cove, Marathon FL, holiday rental in Grassy Key

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, holiday rental in Grassy Key
Carney's Reef NEW 1B/1B Pool Patio, holiday rental in Grassy Key
Carney's Reef NEW 1B/1B Pool Patio, holiday rental in Grassy Key

Carney's Reef NEW 1B/1B Pool Patio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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OCEAN ISLES RESORT- Great Views- #82, holiday rental in Grassy Key
OCEAN ISLES RESORT- Great Views- #82, holiday rental in Grassy Key
OCEAN ISLES RESORT- Great Views- #82, holiday rental in Grassy Key

OCEAN ISLES RESORT- Great Views- #82

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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OCEAN ISLES RESORT- #10, holiday rental in Grassy Key
OCEAN ISLES RESORT- #10, holiday rental in Grassy Key
OCEAN ISLES RESORT- #10, holiday rental in Grassy Key

OCEAN ISLES RESORT- #10

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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The Butterfly Cottage, holiday rental in Grassy Key
The Butterfly Cottage, holiday rental in Grassy Key
The Butterfly Cottage, holiday rental in Grassy Key

The Butterfly Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Green Turtle Retreat at Ocean Isles! · Ocean Isles Fishing Village #55, holiday rental in Grassy Key
Green Turtle Retreat at Ocean Isles! · Ocean Isles Fishing Village #55, holiday rental in Grassy Key
Green Turtle Retreat at Ocean Isles! · Ocean Isles Fishing Village #55, holiday rental in Grassy Key

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, holiday rental in Grassy Key
Ocean Escape in the Keys! Kayaks Included, holiday rental in Grassy Key
Ocean Escape in the Keys! Kayaks Included, holiday rental in Grassy Key

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, holiday rental in Grassy Key
Inviting oceanfront condo with pool, dock, balcony, & W/D, holiday rental in Grassy Key
Inviting oceanfront condo with pool, dock, balcony, & W/D, holiday rental in Grassy Key

Inviting oceanfront condo with pool, dock, balcony, & W/D

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Keys Wade NEW 1B/2Bath, holiday rental in Grassy Key
Keys Wade NEW 1B/2Bath, holiday rental in Grassy Key
Keys Wade NEW 1B/2Bath, holiday rental in Grassy Key

Keys Wade NEW 1B/2Bath

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ocean Potion NEW 1B/2B 3Balconies Ocean View, holiday rental in Grassy Key
Ocean Potion NEW 1B/2B 3Balconies Ocean View, holiday rental in Grassy Key
Ocean Potion NEW 1B/2B 3Balconies Ocean View, holiday rental in Grassy Key

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!, holiday rental in Grassy Key
Blue Octopus Hideaway at OI!, holiday rental in Grassy Key
Blue Octopus Hideaway at OI!, holiday rental in Grassy Key

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, holiday rental in Grassy Key
Ground level house with pool and canal to ocean, holiday rental in Grassy Key
Ground level house with pool and canal to ocean, holiday rental in Grassy Key

Ground level house with pool and canal to ocean

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ocean Isles 98 Florida Keys Vacation rental with large community pool, holiday rental in Grassy Key
Ocean Isles 98 Florida Keys Vacation rental with large community pool, holiday rental in Grassy Key
Ocean Isles 98 Florida Keys Vacation rental with large community pool, holiday rental in Grassy Key

Ocean Isles 98 Florida Keys Vacation rental with large community pool

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Brand new listing. Less than 10 minutes from the best beach in the Florida Keys!, holiday rental in Grassy Key
Brand new listing. Less than 10 minutes from the best beach in the Florida Keys!, holiday rental in Grassy Key
Brand new listing. Less than 10 minutes from the best beach in the Florida Keys!, holiday rental in Grassy Key

Brand new listing. Less than 10 minutes from the best beach in the Florida Keys!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Paradise, holiday rental in Grassy Key
Perfect Paradise, holiday rental in Grassy Key
Perfect Paradise, holiday rental in Grassy Key

Perfect Paradise

Holiday Rental House
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, holiday rental in Grassy Key
P51 - CALL FOR BEST PRICES - 2 bedroom 2 bath, single family pool home with dock, holiday rental in Grassy Key
P51 - CALL FOR BEST PRICES - 2 bedroom 2 bath, single family pool home with dock, holiday rental in Grassy Key

P51 - CALL FOR BEST PRICES - 2 bedroom 2 bath, single family pool home with dock

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lo-Key 1: Discover Your Slice of Paradise, Charming Marathon Home, Pool, Deck, P, holiday rental in Grassy Key
Lo-Key 1: Discover Your Slice of Paradise, Charming Marathon Home, Pool, Deck, P, holiday rental in Grassy Key
Lo-Key 1: Discover Your Slice of Paradise, Charming Marathon Home, Pool, Deck, P, holiday rental in Grassy Key

Lo-Key 1: Discover Your Slice of Paradise, Charming Marathon Home, Pool, Deck, P

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool, holiday rental in Grassy Key
Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool, holiday rental in Grassy Key
Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool, holiday rental in Grassy Key

Lo-Key 1 - Charming Home In Marathon, Enjoy Your Private Backyard Oasis, Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets., holiday rental in Grassy Key
It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets., holiday rental in Grassy Key
It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets., holiday rental in Grassy Key

It’s all here for you. Lagoon, pool, sun deck, kayaks, sunsets.

Holiday Rental House
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, holiday rental in Grassy Key
Relax & unwind in quiet Butterfly Garden, lounge on lanai, ocean view, & hot tub, holiday rental in Grassy Key
Relax & unwind in quiet Butterfly Garden, lounge on lanai, ocean view, & hot tub, holiday rental in Grassy Key

Relax & unwind in quiet Butterfly Garden, lounge on lanai, ocean view, & hot tub

Holiday Rental House
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, holiday rental in Grassy Key
Charming 3/2 , Open Water Views, Direct Ocean Access, Pool, Tiki Hut, Near Vaca, holiday rental in Grassy Key
Charming 3/2 , Open Water Views, Direct Ocean Access, Pool, Tiki Hut, Near Vaca, holiday rental in Grassy Key

Charming 3/2 , Open Water Views, Direct Ocean Access, Pool, Tiki Hut, Near Vaca

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Waterfront Pool Home Canal Front Direct Ocean Access Fisherman's Paradise, holiday rental in Grassy Key
Luxury Waterfront Pool Home Canal Front Direct Ocean Access Fisherman's Paradise, holiday rental in Grassy Key
Luxury Waterfront Pool Home Canal Front Direct Ocean Access Fisherman's Paradise, holiday rental in Grassy Key

Luxury Waterfront Pool Home Canal Front Direct Ocean Access Fisherman's Paradise

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pool! Quick Access via Vaca Cut! Dockage, Outdoor Space, Tons of Parking!, holiday rental in Grassy Key
Pool! Quick Access via Vaca Cut! Dockage, Outdoor Space, Tons of Parking!, holiday rental in Grassy Key
Pool! Quick Access via Vaca Cut! Dockage, Outdoor Space, Tons of Parking!, holiday rental in Grassy Key

Pool! Quick Access via Vaca Cut! Dockage, Outdoor Space, Tons of Parking!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Pelagic Retreat Excellent Boating Access Vaca Cut & Gulf Newly Updated 2 Bedroom, holiday rental in Grassy Key
Pelagic Retreat Excellent Boating Access Vaca Cut & Gulf Newly Updated 2 Bedroom, holiday rental in Grassy Key
Pelagic Retreat Excellent Boating Access Vaca Cut & Gulf Newly Updated 2 Bedroom, holiday rental in Grassy Key

Pelagic Retreat Excellent Boating Access Vaca Cut & Gulf Newly Updated 2 Bedroom

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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� *NEW Canal-front Rental ~ boating is a breeze!, holiday rental in Grassy Key
� *NEW Canal-front Rental ~ boating is a breeze!, holiday rental in Grassy Key
� *NEW Canal-front Rental ~ boating is a breeze!, holiday rental in Grassy Key

� *NEW Canal-front Rental ~ boating is a breeze!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront home with Direct Atlantic Ocean access, holiday rental in Grassy Key
Waterfront home with Direct Atlantic Ocean access, holiday rental in Grassy Key
Waterfront home with Direct Atlantic Ocean access, holiday rental in Grassy Key

Waterfront home with Direct Atlantic Ocean access

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3 Bedroom 2.5 Bathroom POOL home with Canal Frontage, holiday rental in Grassy Key
3 Bedroom 2.5 Bathroom POOL home with Canal Frontage, holiday rental in Grassy Key
3 Bedroom 2.5 Bathroom POOL home with Canal Frontage, holiday rental in Grassy Key

3 Bedroom 2.5 Bathroom POOL home with Canal Frontage

Holiday Rental House
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, holiday rental in Grassy Key
Oceanside Canal-Front Retreat w/Dock, Free WiFi, Deck, Buoy, Gas Grill, & W/D, holiday rental in Grassy Key
Oceanside Canal-Front Retreat w/Dock, Free WiFi, Deck, Buoy, Gas Grill, & W/D, holiday rental in Grassy Key

Oceanside Canal-Front Retreat w/Dock, Free WiFi, Deck, Buoy, Gas Grill, & W/D

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Canalfront home with private pool, dock, central AC, fast WiFi, washer/dryer, holiday rental in Grassy Key
Canalfront home with private pool, dock, central AC, fast WiFi, washer/dryer, holiday rental in Grassy Key
Canalfront home with private pool, dock, central AC, fast WiFi, washer/dryer, holiday rental in Grassy Key

Canalfront home with private pool, dock, central AC, fast WiFi, washer/dryer

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Canal front getaway in the heart of Marathon with WiFi, furnished deck, and AC, holiday rental in Grassy Key
Canal front getaway in the heart of Marathon with WiFi, furnished deck, and AC, holiday rental in Grassy Key
Canal front getaway in the heart of Marathon with WiFi, furnished deck, and AC, holiday rental in Grassy Key

Canal front getaway in the heart of Marathon with WiFi, furnished deck, and AC

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Ocean View Home!, holiday rental in Grassy Key
Gorgeous Ocean View Home!, holiday rental in Grassy Key
Gorgeous Ocean View Home!, holiday rental in Grassy Key

Gorgeous Ocean View Home!

Holiday Rental House
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..., holiday rental in Grassy Key
P60 - Brand New 4 bedroom 4 bathroom home with pool and dockage. Amazing..., holiday rental in Grassy Key
P60 - Brand New 4 bedroom 4 bathroom home with pool and dockage. Amazing..., holiday rental in Grassy Key

P60 - Brand New 4 bedroom 4 bathroom home with pool and dockage. Amazing...

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Brand New Modern*4Bed4Ba*Private Dock+Heated Pool!, holiday rental in Grassy Key
Brand New Modern*4Bed4Ba*Private Dock+Heated Pool!, holiday rental in Grassy Key
Brand New Modern*4Bed4Ba*Private Dock+Heated Pool!, holiday rental in Grassy Key

Brand New Modern*4Bed4Ba*Private Dock+Heated Pool!

Holiday Rental House
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, holiday rental in Grassy Key
La Palma Verde 4bed/4 bath with pool and dockage plus 2 kayaks, holiday rental in Grassy Key
La Palma Verde 4bed/4 bath with pool and dockage plus 2 kayaks, holiday rental in Grassy Key

La Palma Verde 4bed/4 bath with pool and dockage plus 2 kayaks

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Casa Playa ~ Elite Luxury Pool Home ~ Includes Kayaks and Paddleboards, holiday rental in Grassy Key
Casa Playa ~ Elite Luxury Pool Home ~ Includes Kayaks and Paddleboards, holiday rental in Grassy Key
Casa Playa ~ Elite Luxury Pool Home ~ Includes Kayaks and Paddleboards, holiday rental in Grassy Key

Casa Playa ~ Elite Luxury Pool Home ~ Includes Kayaks and Paddleboards

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Showing results 1-50 of 56
Frequently Asked Questions about Grassy Key