Summerland Key Vacation Rentals
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5 mi
142 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
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Kelly's Kabin - Adorable Private Summerland Key Cottage
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Ocean/Canal Views 21ft Dock - Venture Out #357
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OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCK
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SEA SHELL COTTAGE UNIT #2
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One of the very few beach houses with a daily, rental license in the Keys.
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FLAMINGO COTTAGE UNIT #1
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THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
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Beachside * Torchview Waterfront Retreat
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PALM COTTAGE
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Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
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44ft Seawall at Sportsman's Paradise
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Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
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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
Match: Sleeps
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Cozy 2 Bedroom home in Summerland Key
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Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry
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Love Shack | Charming 2 bed/1 bath cottage on Summerland Key
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secluded Oceanfront property, Private pool, hot tub, boat ramp and dock
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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
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Peaceful ocean front cottage.
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Perfect Boating Access to Kemp Channel Cudjoe Key New POOL!
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Beautiful Oceanfront Villa with Pool and near Key West, Florida
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home
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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 2 bedroom retreat on Ramrod Key with brand new dock!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Heaven
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blackbeard`s Hideaway | Cozy canalfront cottage is an angler's dream on Cudjoe
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Views Views! Direct Oceanfront, Beautiful Inside!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach Bliss, Oceanfront with pool
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Canal house with dock.
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Canal Front (Deep Water) Tropical Villa
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Sunshine 23 | Dog-friendly 2 bed/2 bath canalfront boating home on Cudjoe Key
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Oceanfront house private beach & protected canal dockage for up to 36' boat
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Summerland Cove..MM25 Summerland Key, Fl..Canal front-one street from open water
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Keys cottage, oceanfront, dock, private, great location, fenced backyard
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10 minutes away from Bahia Honda and 30 minutes away from Key West
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dickey's Dockside Retreat
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Waterfront House in the heart of Cudjoe Key.
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Beautiful Lagoon view on canal pool home Summerland
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Home With Large Private Deck with boat dockage
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Paradise Views: Oceanfront/Boating
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View Splendor on Summerland Key
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Key Blessing: Experience the Keys Life at This Charming 3BR Canal Front Home
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Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage
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Beautiful POOL3/2 Sleeps 8. ALL ROOMS Waterfront
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Vacation like a local
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November 2024 special rate! Fisherman’s paradise! Ice machine, bait freezer, etc
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Showing results 1-50 of 142
Frequently Asked Questions about Summerland Key
- Yes, here are some popular vacation rentals in Summerland Key that have a pool:
- 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
- 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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