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

Waterfront Escape -VACA-23-408

Waterfront 35’ Dock,80’ pool,20 min Key West

Sandbox

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

Moana Hale Paradise #164 - Venture Out, Cudjoe Key

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

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

Mermaid Magic at Venture Out
Weekly house rentals

Luxe Super Snapper-Heated Pool, Tiki, Dock, Lanai

Sombrero beach oasis,great location,many amenities

Keys to Ohana. Ocean views. Private Pool, Hot Tub

Boat Dock! Tiki Beach Big Pine - 4 Bed

Flamingo Palms-Summer discounts-NOW available

Cozy 2 br/2 bath home in Cudjoe

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

Yellowtail Getaway with Boat Dock and Pool 2
Private house rentals

Salty kisses beach house

Waterfront with Boat Lift/Kayaks and Hot Tub

Kelly’s Kabin - Private FL Keys Cottage

Luxury Oceanfront Retreat | 5BR, 4BA | Private Gat

Passover Cottage | Private Pool & Ideal Key West L

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!

Viamarhe House-Private beach, Kayak, yard games

Serenity Bay Estate-FL Keys Best Kept Secret! Beau
Quick stats about house rentals in Summerland Key
Total rentals
220 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
3.4K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
150 properties have a pool
Destinations to explore
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- Rentals with a fire pit Summerland Key
- Waterfront rentals Summerland Key
- Family-friendly rentals Summerland Key
- Rentals with outdoor seating Summerland Key
- Smoking-friendly rentals Summerland Key
- Rentals with a patio Summerland Key
- Pet-friendly rentals Summerland Key
- Rentals with pools Summerland Key
- Rentals with a kayak Summerland Key
- Rentals with beach access Summerland Key
- Rentals with a hot tub Summerland Key
- Rentals with a washer and dryer Summerland Key
- House rentals Monroe County
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