
Vacation rentals with a pool in Winter Springs
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Winter Springs
Guests agree: these homes with a pool 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 Winter Springs rentals with a pool
House rentals with a pool

Mount Dora, FL Private Corner Home w/pool

3 bedroom Villa in Kissimmee

Private Pool 4/2 Waterfront Oasis Weekly Discounts

Private pool home near Downtown

Rate Discount~ Pool~Private Country Retreat

The Lemon Cottage -NO EXTRA FEES

Kissimmee/20 min to Disney/Private Heated Pool

Tropical Oasis - Heated Luxury Pool - Game Room
Condo rentals with a pool

Remodeled 2BD/2BA Condo mins from Universal Studio

Luxury Condo On I-Drive & One Mile from Universal

Beautiful Beach Style Condo minutes from Disney

Location,Location 3bd 2bth near parks conv.ct/Int.

Cozy Apartment at Waterford Lakes (Orlando)

Maria Luz Studio-Huge Terrace/Universal area.

VCR1-103 - Deluxe Apartment - Convention Center

Disney & Epic Free Shuttle, Kitchen
Home rentals with a private pool

Wr001or (1stfororlando)

Disney's Championsgate: Private Pool & Arcade Fun!

Disney Dreams Luxury Home Private Water Park

Airy, Stylish Home with Pool Heat Included in Davenport

Visit Disney World from a Sunny Home with a Pool

The Manors at Westridge Home W/ Private Pool

Luxury 5-Bed Villa, located only 3 miles from Disney World - 5-Bed Villa

4323sl-Storey Lake Resort
Quick stats about vacation rentals with a pool in Winter Springs
Total rentals
20 properties
Nightly prices starting at
$27 CAD before taxes and fees
Total number of reviews
850 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
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- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Panama City Beach Vacation rentals
- House rentals Winter Springs
- Rentals with a patio Winter Springs
- Family-friendly rentals Winter Springs
- Condo rentals Winter Springs
- Rentals with outdoor seating Winter Springs
- Pet-friendly rentals Winter Springs
- Rentals with a washer and dryer Winter Springs
- Rentals with pools Seminole County
- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Magic Kingdom Park
- Playalinda Beach
- Epcot
- Amway Center
- Daytona International Speedway
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- Apollo Beach
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk