Summerland Key Vacation Rentals
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5 mi
113 rentals in Summerland Key.
Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 1
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Kelly's Kabin - Adorable Private Summerland Key Cottage
Rental Home
1 bedroom
1 bathroom
Sleeps 5
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Ocean/Canal Views 21ft Dock - Venture Out #357
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
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Private Secluded Ocean View & Pool Near Key West
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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SEA SHELL COTTAGE UNIT #2
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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One of the very few properties with a daily, weekly rental license in the Keys.
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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FLAMINGO COTTAGE UNIT #1
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beachside * Torchview Waterfront Retreat
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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44ft Seawall at Sportsman's Paradise
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Oceanside 200' Seawall efficiency Sleeps 4
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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20 ft from your room to a clean canal full of fish and lobsters and crabs.
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Oceanside 200' Seawall 3/2 Sleeps 6
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Cozy 2 Bedroom home in Summerland Key
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry!
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Love Shack: Charming retreat
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded Ocean front property, Private pool, hot tub, boat ramp and dock
Rental Home
2 bedrooms
2 bathrooms
Sleeps 7
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Cudjoe Bay Overlook
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Banana Cabana, Canal Front Home Sugarloaf Key Mm 17
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Peaceful ocean front cottage.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Boating Access to Kemp Channel Cudjoe Key not in Venture Out
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Oceanfront Villa with Pool and near Key West, Florida
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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The Hideaway - Find It and Get Lost! Newly Decorated Canal Front Home w
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Key house on canal 5-minutes to ocean with 75’ of dockage
Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
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L`archipel: Canalfront retreat on Ramrod Key
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Showing results 1-30 of 113
Frequently Asked Questions about Summerland Key
- Yes, here are some popular vacation rentals in Summerland Key that have a pool:See all vacation rentals with a pool in Summerland Key on Tripadvisor
- Yes, here are some popular vacation rentals in Summerland Key that have internet access:
- Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 1
- Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
- Kelly's Kabin - Adorable Private Summerland Key Cottage
- Some of the most popular kid friendly rentals in Summerland Key are:
- Ocean Front Access - Sunrise View - Fishing - Snorkeling - Pet Friendly - Unit 1
- Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
- Kelly's Kabin - Adorable Private Summerland Key Cottage
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