
Family-friendly vacation rentals in Summerland Key
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Summerland Key
Guests agree: these family-friendly homes 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 family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront 2BR in Venture Out - 35’ Dock + Pool

Keys Island Villa - Venture Out Home 354

Cozy 2 br/2 bath home in Cudjoe

Mermaid Magic at Venture Out

Island Oasis ~ YOUR Paradise Awaits!

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Palm Breezes! Room for Everyone on the Ocean.

Family Retreat
Family- and pet-friendly home rentals

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Houseboat Getaway In Marathon

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

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Waterfront Home 37.5-ft dock, Cabana Club Included

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

Boater’s Paradise 3br/2.5ba at Coral Lagoon

Beachfront Villa - Florida Keys
Family-friendly home rentals with a pool

Little Palm By The Sea- RV Site, Cudjoe Key Fl.

Oceanfront Sunrise Condo Private Beach Heated Pool

Keys Fall Escape: Pool, Marina & Tiki Bar

Grouper Getaway @ Ocean Isles Fishing Village

Reel Keezy In Cudjoe Key #573

Knight's Key Suites Deluxe Double Room w/ Kitchen

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

Fisherman's Paradise Cudjoe Key
Quick stats about vacation rentals that are family-friendly in Summerland Key
Total rentals
220 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
4.3K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
160 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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- Rentals with a kayak Summerland Key
- House rentals Summerland Key
- Rentals with a fire pit Summerland Key
- Rentals with outdoor seating Summerland Key
- Rentals with pools Summerland Key
- Rentals with beach access Summerland Key
- Rentals with a washer and dryer Summerland Key
- Rentals with a hot tub Summerland Key
- Waterfront rentals Summerland Key
- Smoking-friendly rentals Summerland Key
- Rentals with a patio Summerland Key
- Pet-friendly rentals Summerland Key
- Family-friendly rentals Monroe County
- Family-friendly rentals Florida
- Family-friendly rentals United States