
Holiday rentals with a pool in Weston
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Weston
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Hollywood Sunshine Resort Pool House w/ Hot tub
This amazing mini resort has been created with the ultimate comfort of our guests in mind. Enjoy a courtyard and pool deck designed with plenty of outdoor seating and a tiki hut. The property has synthetic grass through out, perfect for kids and family to sit and play on. Super fast Wifi. USB ports in the bedroom. Super comfortable bed. Smart Tv that you can Stream your favorite movies to. Washer/Dryer combo. Outdoor BBQ. Our home is located Minutes from downtown and Hollywood beach/ boardwalk.

#1 Luxury Resort Style Fort Lauderdale EPIC POOL
ADULTS ONLY PROPERTY 21+, Welcome to PoolHouse FTL. Enter the gates and feast your eyes on this chic, modern, and luxurious resort style oasis. Each of the one bedroom bungalow style apartments open directly onto the enormous travertine pool and sun deck, and EPIC pool that is heated year round. Private, gated, surrounded by lush tropical landscaping. You may cancel all your plans, and lay poolside for your entire stay. Located minutes from the beaches, downtown and the famous Wilton Manors.

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b
Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 👙 New resort-style tropical pool & hottub 🏠 Super stylish & comfortable 🌆 2 mi to beach & downtown. 🛌🏽 Westin Heavenly Bed; ultimate comfort and sleep ✅ Kitchen is fully stocked; 🏖️ Beach chairs, towels, & sport-brellas available for you. 🐶 Low pet fee 💻 WFH ready - Super high speed internet. 📺 Large Smart TVs in both bedrooms & living rooms 😊 Hosts with a service heart (we’re here to make your trip perfect!!)

1208 Ocean Front View 1BD Free park Monte Carlo
APART HOTEL. 24/7 FRONT DESK. FREE VALET PARKING. OCEAN FRONT VIEW WITH BALCONY, 1 BEDROOM, 1 BATH LOCATED AT A LUXURY OCEAN-FRONT CONDO "MONTE CARLO" ON COLLINS AVE, MIAMI BEACH. UNIT HAS: WI-FI, KING SIZE BED, SLEEPER SOFA, SINGLE SOFA BED, CRIB, 2 TV'S, LAUNDRY, DISHWASHER, FULL KITCHEN AND FREE PARKING! 2 SWIMMING POOLS, JACUZZI, GYM, STEAM ROOM, LOUNGE ROOM DIRECT BEACH ACCESS, LOUNGE CHAIRS AND UMBRELLAS AVAILABLE AT THE BEACH. WI-FI THROUGHOUT THE BUILDING. NETFLIX, HULU.

Best Suite in town - Hollywood Hills w/Pool&Patio
It's a cozy, modern, newly remodeled suite, completely independent, with private entrance, patio area, and pool access. Located in a quite, residential neighborhood just minutes away from: - Hollywood Beach (4 miles) - Hard Rock “The guitar” Hotel Casino (2.4 miles) - Ft. Lauderdale-Hollywood International Airport (4.5 miles) - Súper Walmart (1.3 miles) - Aventura Mall (5 miles) - Sawgrass Mills Mall (12 miles) - Tri Rail / Amtrak Station (1.4 miles) Come and relax!

Poolside Studio near Hard Rock Stadium
Your Retreat Awaits. Immerse yourself in the comfort and peace of our private 400 square foot studio, nestled beside a serene pool. Whether you're looking for a brief escape or a prolonged getaway, this space is ideally situated to fulfill all your needs. Just a short 10 to 20-minute drive will take you to a variety of destinations including Hard Rock Stadium, Hollywood Beach, Miami, Fort Lauderdale, casinos, an array of shops, and a selection of restaurants.

Ft. Lauderdale Guest House
Modern horse country property located on 2.5 acres of a private gated ranch. Escape the hustle and bustle of the city and relax at the enormous pool during the day or cook smores over the fire pit at night. Enjoy the trampoline at your own risk, mini basketball court, billiards (pool table) and ping pong table (table tennis). Entire Night life in downtown Fort Lauderdale and the beaches are only 30 minutes away and famous South Beach is 35 minutes away.

***VillaPlaya brand new home, modern style resort!
Brand new construction home, 5 minutes to Las Olas Boulevard, modern resort style. 3 Bedrooms, 3 Bathrooms. 20' ceilings with large windows allowing plenty of natural light in the house. Glass enclosed wine room, open concept living centered around true chef's space kitchen, top of the line appliances including double oven. Private balcony overlooking backyard and heated pool, lounge chairs, built-in BBQ grill, 2 separate attached car garages.

#9 Really Small / Newly Renovated / Private Grill
Questions? Just ask, no matter how late at night! This is a unit in a complex of ten units surrounding a large backyard. NO KITCHEN. Pool: shared, heated year round, 20x40’ (6x12m), very deep Grill: private gas grill & patio SmartTV: log on to your Netflix/HBO/etc account Kitchen: NONE Wifi: redundant high speed connections Parking: free, off-street, two cars Also: Pack N Play crib, beach gear The minimum age to book is 25.

Studio- Between Hard Rock Stadium & Casino
Clean! Studio/Guest Suite (side-by-side with my home) - Located between Hard Rock Stadium and Hard Rock Casino/Hotel. 400 sq ft. of private space, TWO queen beds (SLEEPS FOUR), mini-fridge, microwave, and TV. Wi-Fi, keyless outside entry door to your "in-law apt"/"Hotel" type room. Shared driveway parking for UP TO TWO GUEST CARS. Shared backyard butterfly garden, patio and pool. In-room AC unit & walk-in shower... and more!

Marriott Villas at Doral 2BD sleeps 8
Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.
Popular amenities for Weston rentals with a pool
House rentals with a pool

Breathtaking Pool Home and Backyard by Wilton Mnrs

Chic + Upscale + Heated Pool | 15 min FLL & Beach

The Leonie! Luxury Home (Woodlands Country Club)

Unique Tropical Paradise! Heated Pool & Tiki Bar

Modern pool home on lake near Hardrock FLL airport

The Pink Flamingo - Heated Pool, minutes to beach

Romantic Retreat w/ Private Pool. Near Las Olas

Tiki Las Olas, Fort Lauderdale
Apartment rentals with a pool

Feels Like Summer ~ Panoramic Water Views! 2BR

Breathtaking OceanFront - 15th Floor (+Resort Fee)

Luxury Beach & City View Condo 5 min walk to beach

Modern 1B/1B Condo with Intercostal/Ocean Views

Miami Design District Luxury Unit Stunning Views

14th flr Penthouse - King Bed Panoramic Ocean View

YOUR HOME by the Beach: TIFFANY HOUSE

W Residences - Beachfront 2 bedroom oasis
Other holiday rentals with a pool

Sunny&Bright Poolside Studio w/BBQ close to Beach

Escape to a Tropical Paradise with a Private Pool

Cheerful 3 Bedroom Lakeview Home

Home with private pool, parking, pool table, W/D

Miami Pines Retreat with Heated Pool !

Poolside 1BR in Victoria Park 805-1

10 min 2 beach. 10 min 2 casino. Villa Paradiso

Unit 7 Queen Studio, Sleeps 2
When is the best time to visit Weston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 SGD | $203 SGD | $203 SGD | $418 SGD | $224 SGD | $196 SGD | $184 SGD | $173 SGD | $175 SGD | $176 SGD | $191 SGD | $206 SGD |
| Avg. temp | 20°C | 21°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about holiday rentals with a pool in Weston

Total holiday rentals
Explore 160 holiday rentals in Weston

Nightly prices starting at
Weston holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
150 of Weston holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Weston rentals

4.6 Average rating
Weston stays receive an average rating of 4.6 out of 5 from guests
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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Miami Design District
- Bayside Marketplace
- Brickell City Centre
- Miami Beach
- Miami Beach Convention Center
- Kaseya Center
- Hard Rock Stadium
- Midtown
- Port Everglades
- University of Miami
- Haulover Beach
- Ocean Reserve Condominium
- Sawgrass Mills
- Ritz-Carlton
- Las Olas Beach
- Lauderdale-By-The-Sea Beach
- LoanDepot Park
- Bal Harbour Beach
- Aventura Mall
- Fort Lauderdale Beach




