
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.

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!

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

The Wisteria Oasis W/swings, heated pool & hot tub
Discover the charm of our delightful cottage, exceptionally placed amidst lush greenery! The interior offers an inviting ambiance with its plush, comfortable furnishings and a well-equipped kitchen with an espresso machine. Quietly nestled away from the hubbub of city life, our cottage offers a tranquil escape yet is in close proximity to local attractions. Relish the day exploring charming seaside villages and beaches or simply bask in the serene atmosphere of your private haven.

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.

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!

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!

Downtown Apartment w/ Pool, Gym, & Coworking 329
This 2/2 apartment features an oversized kitchen with island, slider with views of Downtown. Primary has a king bed and en-suite bathroom. 2nd bedroom has a twin bed with twin trundle. Shared amenities include: gym; sunset deck; massive roof deck with heated pool; gazebo with big-screen TV, fireplace, wet bar, dog run and access to the adjacent Cowork office space building. Also on-site is a full service cafe.

Charming Sarasota Home with Pool!
Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

Little Gem 2nd-Floor Condo w/ Heated Pool | 1BR
Charming second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a convenient location close to shopping and dining.

Gillespie On The Park, Walk to Downtown
Contemporary Studio apartment with balcony above garage. Studio is half block from Gillespie Park with its public walking/jogging/biking paths, tennis courts, basketball court, and retention pond. Within walking distance to downtown and Rosemary District: restaurants, shops, movie theaters, cultural events, Whole Food Market, Starbucks etc.

Private Siesta Beach House Oasis with Heated Pool.
Come enjoy the #1 rated beach in the USA. A contemporary style beach house that is located in a very conveniently located 10 min from Siesta Key beach. Within .5 miles you will find a mall, Cinebistro, trendy local bars, all major banks, Trader Joe’s, Publix, and a gas station. Drive way accommodates 2 cars with street parking as well.
Popular amenities for Southgate rentals with a pool
House rentals with a pool

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Sarasota Getaway “Have some fun under the sun.”

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

SunDaze Cottage near Pinecraft - Heated Pool

Updated 3BR w/ Private Pool 8 Min to Siesta Key

15% OFF- Coastal Comfort Getaway, Heated Pool

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

Cozy Getaway Home near Siesta Key Beach
Condo rentals with a pool

Cozy 1BR Beach Condo on Siesta Key!

Villa Maria: Minutes to Siesta Key!

On the Beach; Siesta Key SunBum Studio

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Siesta Key Beach Front Condo

Oceanfront LBK: Relax & Recharge!

Lido-Key- Tiny Studio Holiday Cottage-A

Sea Club 2 - Relaxing Siesta Beach Key Condo Rental
Other vacation rentals with a pool

Pool Home Oasis in Sarasota

Updated condo minutes to Siesta Key Beach

Lanai w/ Pool Views • Minutes to Siesta Key

Haven on Helene pool house.

Siesta Key Village, Pool, Beach Access 4-min Walk

Grove Getaway near beach + downtown with pool!

Charming Coastal Oasis 2 Bed/2 Bath Cottage

Near Siesta Key! Poolside Banana Garden Hideout
When is the best time to visit Southgate?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $357 CAD | $414 CAD | $444 CAD | $329 CAD | $291 CAD | $328 CAD | $322 CAD | $269 CAD | $262 CAD | $265 CAD | $291 CAD | $322 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 90 vacation rentals in Southgate

Nightly prices starting at
Southgate vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 3,070 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Southgate vacation rentals include wifi access

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

4.9 Average rating
Southgate stays are highly rated by guests—averaging 4.9 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
- Raymond James Stadium
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Gulfport Beach Recreation Area
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park
- The Don CeSar




