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

Living The Dream: Heated Pool + Mini Golf +Swings
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from BOTH Lido Key and Siesta Key Beach, this incredible stay includes: ✔ Backyard Putt-Putt Course ✔ Private Heated Saltwater Pool w/ Lounge Chairs ✔ Covered Patio w/ String Lights ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included!

Sunshine House, close to Downtown
Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

The Cottage At Central Park
There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

Casa Verde Sarasota Retreat
⛱️Step into serenity: Imagine waking up & stepping right onto your private lanai, where a shimmering heated pool awaits just outside your master.Embrace the Florida sunshine: Spend your days splashing in the pool or relaxing by its edge with a good book.Luxurious rejuvenation: Indulge in the dual rain shower head, designed to melt away your worries and leave you feeling completely refreshed. Just a short 5.8 miles away lies Siesta Key beach, with its pristine sands and breathtaking sunsets

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees
Welcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub, you have your own oasis to channel inner peace. If you’re feeling froggy, hop over to the beaches, take a kayak tour through the mangroves, a beautiful chartered sunset cruise, or try some of the local eateries that guests rave about! Whether you want to stay in, or go out, this home offers you everything you could need or want and will satisfy for pure relaxation or adventure!

Private Heated Pool Casita Near Downtown & Beaches
Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Enjoy watching the 55 inch flat screen TV with HD cable and stay in touch with the world with WI-FI internet. Lounge by the private pool or take in the beautiful evenings on the deck with your favorite beverage. Pet Friendly! Conveniently located near Downtown Sarasota on Bahia Vista with easy drive to Lido Key, our World Famous Siesta Key or I-75 for longer adventures.

Tropical Luxury Villa: Pool, Game Room, Near Beach
Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. Bedrooms: 4 private suites, plush linens and blackout shades ensure restful nights. Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. Heated pool & sun loungers Arcade-style game room Fast Wi-Fi & 5-star cleanliness Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today!

Oasis by Siesta Key Beach and Downtown SRQ w/pool
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

Beach & Town Posh Location! Jungle Paradise Studio
PRIME! To Town&Beach Locations! *Private Studio* *NO Smoking *NO Children. *Shared Pool. Studio w/private entrance & patio @Designers private Home,Tropical Jungle, like Posh Resort! Quiet, residential area. Sought-after amenities. 10 min/Siesta Beach, shops, dining, & 5mins/Downtown Sarasota. Walk/local markets/ dining/movies & shopping New King bed. New 50" TV. Off street parking. No Smoking/Vaping! No kitchen. No Hotels in my exclusive area! Live like a local!

The Wisteria Oasis W/swings, heated pool & hot tub
So much fun to be had and memories to be made at this charming cottage! Revitalize and rejuvenate at our serene 3 bedroom cottage. Perfect for families looking for a peaceful and relaxing vacation, our home boasts a private fenced-in backyard with a heated saltwater pool, hot tub, hammock, and swings for your ultimate comfort. The added bonus of a fire pit allows for perfect evenings spent making s'mores and enjoying quality time with your loved ones.

Maggie's Hideaway
This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Sunshine house +6 min. from Siesta +heated pool
★ "Second floor 1 bedroom 1 bathroom apartment" 🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This is pet-friendly home offers a heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.
Popular amenities for Southgate rentals with a pool
House rentals with a pool

Paradise on Prospect w/ Htd Saltwater Pool

The Sand Castle - Backyard Oasis Mins from Siesta!

Pool house by the bay

Golden Breeze Pool House

1 House 1400sq. ft. 12 min from Siesta Key!

Lake Front House with a Pool

The Blessing House- Htd Pool/Spa, Close to Beaches

Modern Organic King Beds Salt POOL/SPA SRQ Escape
Condo rentals with a pool

Gateway to Siesta Key - 1/2 Mile to the Beach

Steps away from beach and village! #1 in Siesta!

On the Beach; Siesta Key SunBum Studio

A&A's Paradise near IMG & Anna Maria beaches

Siesta Key Ground Floor Condo 2BR On Trolley Line

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Cozy 2 bed/2.5 bath townhome
Other vacation rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Modern 1/1.5 Waterfront at The Strand

Homey Downtown Studio Apartment

Cabana/Guest house w/spa/pool 5min to Siesta key.

A Hidden Gem in Paradise

Updated condo minutes to Siesta Key Beach

Heated Pool-Siesta Key 10 min-King Adjustable bd

Resort-Style Lanai • King Suite • Heated Pool/Spa
When is the best time to visit Southgate?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $364 CAD | $423 CAD | $453 CAD | $336 CAD | $297 CAD | $334 CAD | $320 CAD | $280 CAD | $253 CAD | $266 CAD | $312 CAD | $330 CAD |
| Avg. temp | 16 °C | 18 °C | 20 °C | 22 °C | 25 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 20 °C | 18 °C |
Quick stats about vacation rentals with a pool in Southgate

Total vacation rentals
Explore 80 vacation rentals in Southgate

Nightly prices starting at
Southgate vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 2,890 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Southgate vacation rentals include wifi access

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

4.8 Average rating
Southgate stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Sarasota County
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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Englewood Beach
- North Beach At Fort DeSoto Park
- Point Of Rocks