
Holiday rentals with a pool in Key Largo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Key Largo
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Key Largo rentals with a pool
House rentals with a pool

Spanish House 3 Bedroom Pool House

Tiny Home on Waterfront | Bay Views | Deck | Pool

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat

Blue House Marine in Key Largo

Private Paradise between Miami & the Keys

Newely Renovated 3/2-private pool/dock/cabana club

Escape to the Seaside!

Very Nice House in Key Largo Fl.
Condo rentals with a pool

Make It Happen! Brand New with Amazing Water Views

Your Happy Place - Oceanfront

Key Largo Paradise - Remodeled Townhome in Kawama

Enjoy sunsets & sunrise in your home away home.

Luxurious Suite+Open Ocean Views+Pool & Cabana Bar

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

Ocean View Corner Penthouse Ocean Pointe 5416

Most luxury hotel ★★★★★ oceanfront - 2 BR / Valet
Other holiday rentals with a pool

Keys Relaxing Getaway

Happy in the Keys Tiny Home

Key Largo Sunsets Penthouse on the Ocean

Newly remodeled, 2 Kings, Pool, Pickleball, Marina

Mariner's Club 522 - Don't worry Beach Happy!

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Fall Savings & Spring Openings – Key Largo 4BR

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Quick stats about holiday rentals with a pool in Key Largo
Total rentals
800 properties
Nightly prices starting at
$107 AUD before taxes and fees
Total number of reviews
21K reviews
Family-friendly rentals
670 properties are a good fit for families
Pet-friendly rentals
300 properties allow pets
Rentals with dedicated workspaces
370 properties have a dedicated workspace
Destinations to explore
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- Rentals with pools Monroe County
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- Rentals with pools United States
- Bayfront Park
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Crandon Beach
- Key Biscayne Beach
- Biltmore Golf Course Miami
- Cannon Beach
- Coral Castle
- Hobie Island Beach Park North
- Biscayne National Park
- Cocoa Plum Beach
- Fairchild Tropical Botanic Garden
- Matheson Hammock Park
- Deering Estate
- Venetian Pool
- Theater of the Sea
- Conch Key
- Everglades Alligator Farm
- Miami Seaquarium
- Far Beach
- Sea Oats Beach
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