Summerland Key Houses | FlipKey Vacation Rentals

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Clothes dryer
Table tennis
Pool or snooker table
Games room
Private outdoor pool (heated)
Private outdoor pool (unheated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Fax machine
Swing set or jungle gym
Video player
Stove
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Boat available
Freezer
Microwave
Linen provided
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Children - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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32 houses

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Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Ti

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 12

Responds fast! avg. 2 hours 34 minutes

Match: Rental types Boat available

All filters match

Price per night from

$174

The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dock

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

Match: Rental types Boat available

All filters match

Price per night from

$144

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key villa

4 bedrooms
2 bathrooms

sleeps 12

1 of 2 match: Rental types, Boat available

1 of 2 filters match

Price per night from

$701

Reel Paradise

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$286

The Helms House

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$287

Into the Mystic

Summerland Key house

6 bedrooms
6 bathrooms

sleeps 12

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$466

salty slumber get away

Summerland Key house

4 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$395

30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$161

Blue Lagoon

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$317

Casa Turquesa

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$287

Cove Isles

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$197

Villa Cayo

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$413

Big Torch Retreat

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$163

Family Friendly House In Paradise

Summerland Key house

5 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$516

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms
5 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$764

Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$556

Salty Retreat

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$447

Hogfish Hideout

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$378

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Summerland Key house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$1,718

Key Blessing: Experience the Keys Life at This Charming 3BR Canal Front Home, Do

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$172

Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Do

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$168

Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapi

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$296

Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Bre

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$179

Oceanview Cottage: Embrace Island Living with Sandy Toes and Breathtaking Open W

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$172

Anchors Aweigh: Amazing Oceanfront Views, Dock, Pool, Tiki, Space for Multiple F

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 12

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$179

The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock &

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$180

Sailfish Manor

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$383

The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room fo

Summerland Key house

4 bedrooms
3 bathrooms

sleeps 12

Responds fast! avg. 2 hours 34 minutes

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$174

Keys Life

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$233

The Pointe

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Boat available, Rental types

1 of 2 filters match

Price per night from

$230

Great rentals within 20 miles that match your search

Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and

Sugarloaf house

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 2 hours 34 minutes

Match: Rental types Boat available

All filters match

Price per night from

$458

80' luxury yacht

Stock Island house

3 bedrooms
4 bathrooms

sleeps 6

Match: Rental types Boat available

All filters match

Price per night from

$4,008

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Houses Summerland Key

Per night

32 houses

Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Ti

The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dock

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Reel Paradise

The Helms House

Into the Mystic

salty slumber get away

30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.

Blue Lagoon

Casa Turquesa

Cove Isles

Villa Cayo

Big Torch Retreat

Family Friendly House In Paradise

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Blue vacation home, water front, boat dock, heated private Pool.

Salty Retreat

Hogfish Hideout

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Key Blessing: Experience the Keys Life at This Charming 3BR Canal Front Home, Do

Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Do

Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapi

Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Bre

Oceanview Cottage: Embrace Island Living with Sandy Toes and Breathtaking Open W

Anchors Aweigh: Amazing Oceanfront Views, Dock, Pool, Tiki, Space for Multiple F

The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock &

Sailfish Manor

The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room fo

Keys Life

The Pointe

Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and

80' luxury yacht

Viewing 32 of 32
rentals in Summerland Key

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Houses Summerland Key

Per night

32 houses

Viewing 32 of 32rentals in Summerland Key

Also consider

Viewing 32 of 32
rentals in Summerland Key