
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.

Mid-Century Oasis with Pool in Arlington Park
Classic elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home. Take a break with a dip in the sparkling pool or a game of Bocce ball in the backyard. Walk to Southside Village, Arlington Park pool/tennis/basketball/rec/playground, minutes from downtown & the bay. Boat Parking VR-2400161

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

Tropical Oasis Heated Pool Hot Tub Near Siesta Key
Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

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!

Sea Esta | Private Saltwater POOL + Putting Green!
BNB Breeze Presents: Sea Esta! Experience this stunning, newly-renovated home in the heart of Sarasota, located just 10 minutes away from Siesta Key Beach! From the gorgeous interior, to the INCREDIBLE outdoor oasis, this home has everything that you and your loved ones need for your next dream vacation, including: • Private Heated Saltwater Pool! • E-Bikes (For Rent) • Resort-Like Back Yard w/ a Pergola, Turf + Putting Green • Pool + Beach Supplies • Fun Outdoor Swinging Dining Table

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

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!
Popular amenities for Southgate rentals with a pool
House rentals with a pool

Paradise on Prospect w/ Htd Saltwater Pool

The Oasis

The Palms Away

Sarasota Sunshine House with Heated pool & E-bikes

Beautifully Remodeled Home with Pool Near Siesta

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

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

5 min from Sarasota Downtown/Heated Jet Pool/
Condo rentals with a pool

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

The Honeymoon Suite on Siesta Key Beach

Bayside Sunrise Cottage on Siesta Key!

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

Anchor house +6 min. from Siesta Beach+heated pool

Oceanview: Open Wed & Thurs, $175/nt + Fees!

Siesta Key Beach Front Condo
Other vacation rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Magnificent 3bd 2bt Heated Pool near Downtown!

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

Pool house with outdoor shower, 10 minutes from SK

Poolhouse 1/1, 4 min from Siesta

Siesta Key 10 min\Heated Pool\King Adjustable bd

Resort-Style Lanai • King Suite • Heated Pool/Spa

Sunshine House- Sarasota Pool Retreat
Quick stats about vacation rentals with a pool in Southgate
Total rentals
80 properties
Nightly prices starting at
$70 CAD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Private suite rentals Southgate
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- Family-friendly rentals Southgate
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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
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Englewood Beach