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Lower Keys Rentals with Pools

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141 house rentals in Lower Keys with pools

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

Summerland Key house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$558

Hogfish Hideout

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$334

Oceanfront House

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$479

Family Friendly House In Paradise

Summerland Key house

5 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$517

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

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$1,718

The Helms House

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$287

KIKI'S CASA - Beautiful Canal Front Home W/ Pool & Dockage. Bring Your Boat & Ai

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 3 hours 49 minutes

Match: Swimming pool

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Price per night from

$179

New Listing! CASA ROSADA - Charming Canal Front Home, Pool, Tiki, Dockage & Quic

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 49 minutes

Match: Swimming pool

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Price per night from

$296

5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks

Little Torch Key house

3 bedrooms / 3 bathrooms / sleeps 7

Match: Swimming pool

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Price per night from

$247

Reel Paradise

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$286

Waterfront Beach House with Dock and Heated Pool!

Little Torch Key house

8 bedrooms / 5 bathrooms / sleeps 20

Match: Swimming pool

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Price per night from

$749

New Listing!!! ANCHORS AWEIGH- Charming Oceanfront Home, Perfect for Multiple Fa

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 49 minutes

Match: Swimming pool

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Price per night from

$179

Great rentals within 20 miles that match your search

Now booking Spring/Summer 2021! Dock, Bikes, Kayak, 2 beach clubs

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 5

“Wonderful Place to Stay” Place was exactly as described! Has all of the amenities needed for a relaxing, sun filled vacation! Pool, beach, location is perfect for any stay in the Florida Keys. Central to everything!

Responds fast! avg. 1 hour 34 minutes

Match: Swimming pool

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Price per night from

$259

Unit 10, Furnished Studio located 50 yards from ocean

Grassy Key apartment

/ 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$253

Kokomo Cove Boat House

Marathon house

2 bedrooms / 2 bathrooms / sleeps 8

“Boat ramp and beautiful pool in the heart of the Keys” We wanted a house on a canal in the Marathon area, where we have been vacationing for years. This house had its own boat ramp, so we rented kayaks for a week and launched effortlessly right on site. The pool is lovely and relaxing. The house is well equipped and centrally located so trips up to Key Largo and down to Key West are quick.

Match: Swimming pool

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Price per night from

$215

Bayside Condo, marina, pool and beach

Islamorada condo

3 bedrooms / 2 bathrooms / sleeps 6

“The Best Keys Location” My family stayed at this lovely Futura Yacht Club Condo for three weeks this July. We have stayed at many other units in this complex over the years but this unit was one of the nicest we have seen. The unit has been remodeled and it has everything you would need for a great Keys vacation. Futura Yacht club has a big heated pool, tennis courts and if you are a boater a great marina with its own boat ramp which made it easy for us to enjoy our boat and jet ski's. It is a gated complex with security, centrally located to all the activities & restaurants in the area. We found the owner most helpful, accommodating and easy to deal with. We are looking forward to our next stay!!

Match: Swimming pool

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Price per night from

$165

Florida Keys Beach Home Pool Fishing Diving

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

“Wonderful stay” Post hurricane and still a spectacular place to stay. Office staff was great. Free use of tennis court, rackets, and balls. Pool and jacuzzi were very excellent. TG

Match: Swimming pool

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Price per night from

$288

3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.

Islamorada apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$271

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$159

Villa Sombrero, Marathon

Marathon house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$656

Newly refinished condo open water views very nice

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 35 minutes

Match: Swimming pool

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Price per night from

$230

Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$230

Efficiency 8a, located 50 yards from Ocean

Grassy Key studio

Studio / 1 bathroom / sleeps 2

Match: Swimming pool

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Price per night from

$230

Florida Keys Fishing & Diving, waterfront Home heated pool, deep dock, parking

Marathon house

4 bedrooms / 5 bathrooms / sleeps 10

“PERFECT multi-family” House was great for us, our kids, and another family. It's a split-living type house, and was PERFECT!!! The pool was very nice, not too small. We spend most of the time on the boat, or in the pool. DEFINITELY recommend this house!!!!

Match: Swimming pool

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Price per night from

$977

Luxury condo overlooking harbor with ocean view

Islamorada condo

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$345

Executive Bay Club- great unit, great location!,

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 28 minutes

Match: Swimming pool

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Price per night from

$197

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$575

Beautiful Captain's Cove

Islamorada villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$575

Get out of the cold Feb.5-12, 2018 in Florida Keys at Marathon,The Hammocks

Marathon Shores villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$494

The Beach Hut

Marathon Shores condo

1 bedroom / 1 bathroom / sleeps 4

Match: Swimming pool

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Price per night from

$252

The Ocean Never Felt So Close!

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 57 minutes

Match: Swimming pool

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Price per night from

$222

Key Colony Beach Home

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 46 minutes

Match: Swimming pool

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Price per night from

$265

Duck Key 50% off October

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 50 minutes

Match: Swimming pool

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Price per night from

$489

Florida Keys Vacation Villas Waterfront Family Friendly Pool Spa Deep Water Dock

Marathon villa

6 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 41 minutes

Match: Swimming pool

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Price per night from

$1,000

2 BDR Penthouse w/ Breathtaking Views ~ Designer Furnished ~

Layton apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 38 minutes

Match: Swimming pool

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Price per night from

$1,436

Penthouse Paradise | Developer Unit w/ Every ★ Upgrade Possible!!

Layton apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 38 minutes

Match: Swimming pool

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Price per night from

$1,379

Responds fast! avg. 33 minutes

Match: Swimming pool

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Price per night from

$1,092

Breezy Palms

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 59 minutes

Match: Swimming pool

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Price per night from

$661

Viewing 38 of 141
rentals in Lower Keys

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