Updating...

More filters (1)

Swimming pool
Wireless Internet
Air conditioning
Private pool

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

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

Skiing – property near ski resort
Walking trips
Tennis in town
Nightlife

Water sports
Horse riding
Fishing
Waterfront
Golf within 30mins drive
Lakefront

See all

Less

124 house rentals in Lower Keys with pools

Sort by:

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

Summerland Key house

4 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$556

Hogfish Hideout

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$378

Family Friendly House In Paradise

Summerland Key house

5 bedrooms
3 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$516

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

Summerland Key house

4 bedrooms
3 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,718

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key villa

4 bedrooms
2 bathrooms

sleeps 12

Match: Swimming pool

All filters match

Price per night from

$696

Blackbeard's Escape

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$360

The Helms House

Summerland Key house

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$288

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

Match: Swimming pool

All filters match

Price per night from

$180

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

Match: Swimming pool

All filters match

Price per night from

$296

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

Match: Swimming pool

All filters match

Price per night from

$180

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

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 7

Match: Swimming pool

All filters match

Price per night from

$307

Reel Paradise

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$287

Waterfront Beach House with Dock and Heated Pool!

Little Torch Key house

8 bedrooms
5 bathrooms

sleeps 20

Match: Swimming pool

All filters match

Price per night from

$801

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

Match: Swimming pool

All filters match

Price per night from

$179

Lower Keys PARADISE 200 Ft of Dockage, Heated Pool, Quick Atlantic Access

Little Torch Key house

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 24 minutes

Match: Swimming pool

All filters match

Price per night from

$403

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

Match: Swimming pool

All filters match

Price per night from

$179

Great rentals within 20 miles that match your search

Spacious Waterfront Getaway, 100ft Deep Water Dock, Gorgeous Sunset Views, Pool

Marathon house

4 bedrooms
5 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,093

Breezy Palms

Marathon house

4 bedrooms
3 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$574

2-Story condo w/ panoramic views and balconies

Marathon condo

2 bedrooms
3 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$374

Stunning Waterfront 4 Bedroom 4 Bath, Heated Pool w/dockage,2 Kayaks, Fishlights

Marathon house

4 bedrooms
4 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,323

Bayview house with bayviews. Pool with Spa, dock center of town great fishing !!

Islamorada house

2 bedrooms
1 bathroom

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$822

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 10 minutes

Match: Swimming pool

All filters match

Price per night from

$747

Reel Paradise Islamorada

Lower Matecumbe Key condo

1 bedroom
1 bathroom

sleeps 4

Match: Swimming pool

All filters match

Price per night from

$213

Key Colony Beach Oasis

Key Colony Beach house

4 bedrooms
3 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$1,150

Islamorada Escape - Executive Bay w/Pool, Fishing Dock, Beach, Tennis/Pickleball

Islamorada house

3 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$207

Majestic estate, 200' of private oceanfront beach & pool, 3,600sqft tiki

Islamorada house

3 bedrooms
3 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$1,478

Sunchasers Paradise - spacious lux canal front home, private pool/spa, 80ft dock

Marathon house

4 bedrooms
4 bathrooms

sleeps 10

Match: Swimming pool

All filters match

Price per night from

$573

New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale

Islamorada house

3 bedrooms
4 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$911

New Listing! Charming Angler's Reef Home with Pool, Dockage

Islamorada house

2 bedrooms
3 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$458

Villa Bella 3/3 with Private Pool and Dock

Key Colony Beach house

3 bedrooms
3 bathrooms

sleeps 7

Match: Swimming pool

All filters match

Price per night from

$287

Immaculate Waterfront ~ 2 BR ~ Private Pool, Tiki on Canal! 2 Min Walk to Beach!

Key Colony Beach house

2 bedrooms
1 bathroom

sleeps 4

Match: Swimming pool

All filters match

Price per night from

$343

Gorgeous Florida Keys Vacation Home with Beach Access in Islamorada!

Islamorada townhouse

2 bedrooms
3 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$602

Ocean Breeze Oasis With Excellent Boating Access

Marathon Shores house

3 bedrooms
2 bathrooms

sleeps 8

Match: Swimming pool

All filters match

Price per night from

$602

New Listing! Gone Coastal-Waterfront Bring Your Boat! Cabana Club Membership

Key Colony Beach villa

2 bedrooms
2 bathrooms

sleeps 5

Match: Swimming pool

All filters match

Price per night from

$217

Thirty Three by The Sea - Vacation Rental Key Colony Beach, FL

Key Colony Beach condo

2 bedrooms
2 bathrooms

sleeps 4

Match: Swimming pool

All filters match

Price per night from

$344

2 BDR ISLAMORADA HOME in WATERFRONT - FREE DOCK!!

Islamorada studio

Studio
2 bathrooms

sleeps 2

Match: Swimming pool

All filters match

Price per night from

$286

ISLAMORADA 3bd in WATERFRONT COMMUNITY w BEACH!!

Islamorada apartment

3 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$363

EXECUTIVE BAY ISLAMORADA BY SoFLA VACATIONS

Islamorada townhouse

2 bedrooms
2 bathrooms

sleeps 6

Match: Swimming pool

All filters match

Price per night from

$286

Viewing 38 of 124
rentals in Lower Keys

Also consider

Little Torch Key 23 properties
Key West 118 properties
Key Largo 92 properties
Marathon 84 properties
Islamorada 58 properties
Stock Island 31 properties
Cudjoe Key 26 properties
Big Pine Key 23 properties
Matecumbe Key 16 properties
Sugarloaf Key 10 properties
Key Colony Beach 10 properties
Ramrod Key 8 properties
Sugarloaf 6 properties
New Smyrna Beach 269 properties
Indian Shores 84 properties
Fort Pierce 91 properties
Coral Gables 59 properties
Jacksonville Beach 43 properties
Jensen Beach 34 properties
Hutchinson Island 21 properties
Gulf Gate Branch 19 properties
Hudson 16 properties
Ponte Vedra Beach 15 properties
Matlacha 14 properties
Palm Beach Gardens 8 properties
Lutz 8 properties
Wildwood 7 properties
Fruitville 6 properties
Redington Shores 6 properties
Palma Sola 5 properties
Tierra Verde 5 properties

Lower Keys Rentals with Pools

Per night

124 house rentals in Lower Keys with pools

Viewing 38 of 124rentals in Lower Keys

Also consider

Viewing 38 of 124
rentals in Lower Keys