
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.

Coconut Grove Stunning City View Suite Free Park
INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated bright suite on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash

The Pink Flamingo - Heated Pool, minutes to beach
Escape to this private and serene tropical setting in sunny South Florida. Lounge or WFH in the screened-in porch or in a chaise by the heated pool. Take a stroll to Holland Park and climb the tower to watch one of the most beautiful sunsets over the Intracoastal or take a quick drive over to the beach and spend the day in the sand and the evening in one of the many restaurants to eat and enjoy the night life on the Boardwalk. DBPR License # DWE1625829 City Vacation License # B9076103-2023

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.

El Parayso pet friendly Tropical Oasis
Well behaved & friendly pets are welcome. A $50 fee per pet, per stay. Apartment is attached to main house. Suite has LR, BR, KIT, bath "shower only". Parking. Tropical landscaping on the river, 50' saltwater lap pool. Shopping, gym, restaurants, beach & the nightlife on Wilton Drive are just minutes away. One host speaks Spanish. Stays longer than 10 days please message me for details. Mike is a local realtor. If you are looking to buy, sell, rent or invest, I can help. See special offer.

Private Paradise | Pool/BBQ/Gazebo | New Renovated
This recently renovated home has been carefully designed with the vacationer in mind. Located just north of downtown, this home features a huge resort style backyard to enjoy. The backyard includes a private pool, huge outdoor deck and dining area, tanning net, a gazebo with an outdoor TV, and even an outdoor refrigerator to store your drinks. This home is located just 15 minutes from Las Olas, the beach, and Wilton Drive. Ready to relax in the backyard oasis? Book with us today!

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!!)

1205 Ocean View 1BD Free park Monte Carlo Collins
APART HOTEL. 24/7 FRONT DESK. FREE VALET PARKING. BEAUTIFUL OCEAN 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, ROLL-AWAY 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.

Villa w/ Pool Tiki Hut Full Gym King Bed Wi-Fi TV
15 minutes drive to Pompano Beach, 2 minute drive to DRV PNk Stadium, grocery store/restaurants 2-5 min. Can sleep 6 people. Home is 15 min. from FLL airport and less than 1 hour from MIA. Located in Fort Lauderdale . This home offers a unique combination of home/resort amenities: Full kitchen, large tiki hut, pool, gym, parking and plenty of yard space to entertain. New Memory foam mattresses in all bedrooms as well as 55 inch smart tvs in all bedrooms as well as living room.

Casita Bonita, Heated Pool, Patio Paradise
Welcome to our exquisite Fort Lauderdale retreat! This luxurious Airbnb offers an unforgettable vacation experience, combining elegance, comfort, and the ultimate in relaxation. Nestled in the vibrant city of Fort Lauderdale, our property boasts a heated pool, a charming pergola, outdoor fireplace, mini golf, game of cornhole, and so much more. Destinations: Fort Lauderdale Airport 14min Las Olas Blvd 6min Fort Lauderdale Beach 6min Hard Rock Casino 12min Sawgrass Mall 19 min

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.

Curated Luxury Retreat | Pool • Spa • 8 min Beach
Welcome to CASA DÉJÀ VU — a curated luxury retreat designed for travelers who value beauty, privacy, and unforgettable stays in Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts
Popular amenities for Weston rentals with a pool
House rentals with a pool

Luxury+ Fun | Heated POOL | Games | 15 min to FLL

*Fort Lauderdale Oasis with Pool & Spa*

The Leonie! Luxury Home (Woodlands Country Club)

LakeFront - Home Near Casino w private pool

Unique Tropical Paradise! Heated Pool & Tiki Bar

Family vacation house, Heated Pool,1 mile to beach

New River Lodge - Old-Florida style w/heated pool!

Heated Pool/Hot Tub, Game Room, Beach 2 miles away
Apartment rentals with a pool

PRIME location on Fort Lauderdale's Central beach

Breathtaking OceanFront - 15th Floor (+Resort Fee)

Amazing Apt on the Beach! - 5th floor - TIDES

Miami Design District Luxury Unit Stunning Views

5-Star Luxury Condo at Tiffany House -4th floor

★★★★★Ocean front Bal Harbour Resort 2 Balcony

Beachfront and Lovely Unit Near Aventura Mall

Gorgeous 1 Bdrm 1 Bath - Magical City Views
Other holiday rentals with a pool

Sunny&Bright Poolside Studio w/BBQ close to Beach

Escape to a Tropical Paradise with a Private Pool

Pool Heat | Firepit+BBQ | 75”TV | Foosball | 581mbp

Heated pool private oasis! Beautiful home in FLL

Wilton Manors Stunning Gated Oasis

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

Wilton Drive Oasis - Heated Pool

Miami Pines Retreat with Pool !
When is the best time to visit Weston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £111 | £119 | £119 | £245 | £131 | £115 | £107 | £102 | £102 | £103 | £112 | £121 |
| 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 £30 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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- Rentals with pools Broward County
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- Rentals with pools United States
- 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
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
- Sawgrass Mills
- Calle Ocho Plaza
- Las Olas Beach
- Lauderdale-By-The-Sea Beach
- LoanDepot Park
- Bal Harbour Beach
- Aventura Mall
- Florida International University




