Vacation rentals with a pool in Southgate

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Top-rated rentals with a pool in Southgate

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

An expansive backyard features a private heated pool, surrounded by lounge seating and a well-maintained putting green. Softly glowing twilight casts a warm hue over the space, framed by lush greenery and a serene atmosphere.

Home in Sarasota

5 out of 5 average rating, 103 reviews

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!

Guest favorite

A covered outdoor dining area is featured, furnished with a round table and four cushioned chairs. The space is positioned adjacent to the private pool, surrounded by a screened enclosure that allows for natural light and a view of the pool.

Bungalow in Sarasota

4.91 out of 5 average rating, 357 reviews

Pool & fenced-in yard in downtown edge bungalow

This 2 bed-2 bath house is a homey Florida bungalow with wood floors and lots of natural light, located in a quiet neighborhood on the downtown core edge. Enjoy a spacious and private, fenced-in backyard with pool, covered grill and eating area. The home is minutes away from the Legacy Trail, the new Bay Park, Payne Park, dining, live music, bars, theatres, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

Guest favorite

A screened-in patio surrounds a refreshing pool, reflecting the sky above. Outdoor seating is visible, providing a space for relaxation. The adjacent house is shown in a light blue hue, with a door leading to the interior and a shed partially seen. Lush greenery can be observed in the background.

Home in Sarasota

4.95 out of 5 average rating, 498 reviews

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!

Guest favorite

A private heated pool is enclosed within a screened lanai, surrounded by lush greenery. The pool area features a textured stone surface and a safety railing. Sunlight filters through the overhead structure, creating a bright and inviting atmosphere.

Home in Sarasota

4.86 out of 5 average rating, 124 reviews

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

Guest favorite

An outdoor living space features a clear blue saltwater pool surrounded by a spacious patio. Lush greenery and palm plants are visible, providing a tropical ambiance. A covered area is seen in the background, with seating and a grill set up, promoting relaxation and outdoor gatherings.

Home in Sarasota

5 out of 5 average rating, 21 reviews

Sarasota Pool Siesta Key Vacation Home 3bd 2ba

Siesta Key Beaches, Downtown Sarasota, Gulf Gate, golf courses, everything Sarasota has to offer in a perfect location. All this with a newly done Salt water heated pool. Updated kitchen, beautiful terrazzo floors, and marble updated bathrooms. Under 10 mins to Siesta Key beach, downtown Sarasota, 5 mins from Southside Village. Easy bike ride, uber, or drive. 4 zone Bose sound system, indoor and outdoor. 85" Tv in the living room and 55" on the Lanai. Multiple outdoor living spaces.

Top guest favorite

A spacious backyard oasis features a heated pool with an attached hot tub, surrounded by lush tropical landscaping. Sun loungers are positioned nearby, providing options for relaxation, while the exterior of the home offers access to the patio area with seating.

Home in Sarasota

4.96 out of 5 average rating, 100 reviews

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!

Guest favorite

A tranquil pool area features clear blue water surrounded by vibrant greenery. Two blue chairs are positioned nearby, offering a comfortable spot for relaxation. The landscape is dotted with palm trees, contributing to the serene outdoor setting.

Home in Sarasota

4.91 out of 5 average rating, 103 reviews

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

Superhost

An outdoor area is presented, featuring a private pool surrounded by a gray stone patio. A dining set with four chairs and an umbrella is positioned nearby. Lush greenery and a wooden fence provide privacy, enhancing the relaxing ambiance of the space.

Home in Sarasota

4.93 out of 5 average rating, 149 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

Retreat to a stunning 4-bedroom villa with a modern interior. The expansive backyard boasts a screened-in lanai, pool, hot tub, and children's swing set, ideal for family getaways. Enjoy comfort and convenience with thoughtful amenities, plush mattresses, and smart TVs in every bedroom. Just minutes away from Siesta Key (7.3 mi), Lido Beach (6.5 mi), downtown Sarasota (2.5 mi), and the charming Amish Village of Pinecraft. Your perfect vacation home awaits.

Top guest favorite

A serene pool area is captured, featuring a turquoise pool surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, and a decorative statue is visible by the pool's edge. Lush greenery and a wooden fence enhance the tranquil setting.

Guesthouse in Sarasota

4.99 out of 5 average rating, 141 reviews

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!

Superhost

A heated pool is framed by lounge chairs, with lush tropical plants surrounding the area. The back of the home features large glass doors, providing a view into the inviting living space. A subtle sunset sky adds a soft glow to the scene.

Home in Sarasota

4.77 out of 5 average rating, 140 reviews

"Charming Pool Home 1 Mile from Siesta Key"

Welcome to our bright, updated 3BR/2BA pool home just minutes from Siesta Key Beach, shops, and dining! Relax in the private heated pool (baby fence available), stay cool with central AC and ceiling fans, and sleep up to 8 guests comfortably (king, queen, full, queen airbed). Peaceful, family-friendly neighborhood. No smoking, pets, or parties. Max 3 cars. We’d love to host you for a relaxing Sarasota getaway!

Superhost

An aerial view captures the private outdoor pool surrounded by a sunbathing area. Green umbrellas provide shade, while lounge chairs and pool toys are situated around the crystal-clear, heated saltwater pool. The gravel surface adds natural texture to the relaxing outdoor space.

Vacation home in Sarasota

4.83 out of 5 average rating, 59 reviews

Pool | BBQ | WiFi | Games | Min-Siesta & Lido

Welcome to your designer remodeled mid-century modern pool home located just minutes away from Siesta Key, Downtown, and Lido Beach! This 2 bedroom, One king bed Suite with 100% cotton sheets and Two Double beds with a pack & play, 2 bathroom home is designed to provide you with a relaxing retreat, making your stay truly exceptional. Walking distance to great restaurants, shops and entertainment

Guest favorite

A freeform pool is framed by lush tropical landscaping, featuring multiple waterfalls that flow into the water. The elevated home overlooks the pool area, complemented by large windows and a wraparound balcony.

Island in Sarasota

4.97 out of 5 average rating, 330 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!