Vacation rentals with a pool in Southgate

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.

4.92 out of 5 average rating, 138 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 VR-2400161

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A serene saltwater pool features a spa section, adorned with colorful inflatable floats. Lush greenery surrounds the pool area, enhancing the tranquil outdoor space, with a clean, modern stone deck complementing the vibrant tile accents.

5.0 out of 5 average rating, 108 reviews

Modern Organic King Beds Salt POOL/SPA SRQ Escape

Welcome to “Coastal on Hyde,” a modern organic designer home with a NEW saltwater POOL/SPA in Downtown Sarasota. Minutes from 5-star beaches like Siesta and Lido and a stone’s throw to Arlington Park with dog park. Just 2 miles from the Legacy Trail for biking into downtown and near Sarasota Pompano pickleball. Relax in 3 bedrooms (2 with king beds), 2 workspaces, and a pet-friendly fenced yard. Enjoy sun loungers, indoor/outdoor dining with grill, and 5 Smart TVs with fast Wi-Fi for streaming.

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A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.

4.97 out of 5 average rating, 105 reviews

Fruit /Botanical Garden Estate 2 ml to downtown EV

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Enjoy the custom pool, hot tub, sauna, cold plunge and the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool, ping pong & shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

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A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.8 out of 5 average rating, 189 reviews

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

12 min. from Siesta Key Beach!! Perfect cozy vacation home in quiet, friendly neighborhood. Central to lots of shopping/restaurants. 1-king, 1-queen, bunk beds w/ 1-full & 1-twin. Dog & cat friendly w/ large private fenced yard, & 1-men's & 1-women's bike. Air hockey table w/ board games & pool toys. Fully loaded kitchen & W/D. Spacious living w/ large sectional, swing chair, & all bedrooms come w/ TVs & free Netflix & Hulu. Looking forward to hosting you! Message me anytime w/ questions.

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A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.

4.97 out of 5 average rating, 137 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!

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The exterior of a newly renovated home is shown, featuring a light-colored brick facade and a modern garage door. A well-maintained driveway leads to the entrance, which is accentuated by a bright orange door. Landscaping includes gravel beds and low-maintenance plants amidst partial cloud cover.

4.88 out of 5 average rating, 103 reviews

Gorgeous renovation with pool, minutes from beach

Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional big bedrooms make the house perfectly comfortable for 6. Everything you need is right here! Siesta Key Beach Distance - 16 Min; 6.1 Mi

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4.98 out of 5 average rating, 116 reviews

A spacious pool area is depicted, featuring clear blue water surrounded by a large stone patio. Colorful umbrellas provide shade, while lounge chairs and green Adirondack chairs are positioned for relaxation. Lush tropical plants frame the scene, enhancing the inviting poolside atmosphere.

Apartment in Sarasota

Graceful Getaway

Welcome to our Graceful Getaway Poolside Studio nestled in the heart of sunny Sarasota! We have a beautiful pool, hot tub, and lounge area.(Shared pool) This cozy retreat offers comfort and convenience for couples or solo travelers seeking a relaxing getaway. You will be greeted by a bright and airy space with cheerful decor and vibrant accents! The open floor plan creates a sense of spaciousness, while large windows flood the room with natural light, providing an inviting atmosphere!

ValueLocationShared spaces

5.0 out of 5 average rating, 117 reviews

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

Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

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A heated saltwater pool is framed by a privacy fence, with lounge chairs positioned nearby. Lush palm trees add greenery to the space, creating an area for relaxation. The clear water reflects the sky, enhancing the tranquil ambiance of the outdoor setting.

4.85 out of 5 average rating, 221 reviews

~Flamingo House~3 br,3 bath, heated pool~

Welcome to The Flamingo House with beautiful private pool area surrounded by privacy fence and palms. Take a short drive to beautiful Downtown Sarasota or Marina Jack for the sunset. Plus Legacy Trail is accessible from our street w/Pompano Pickleball court close by. Ice cream, coffee shops and restaurants are within 5 minutes. Situated on a quiet street while still being close to main roads, and an easy 20 minutes to Siesta Key and Lido Key beaches,5 minutes to Pinecraft.

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A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 143 reviews

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!

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4.93 out of 5 average rating, 156 reviews

Cottage in Sarasota

Private Heated Pool Casita Near Downtown & Beaches

Charming and Cozy Casita Verde blends classic vintage charm with modern comforts. This 2-bedroom, 1-bath home features a 55" flat-screen TV with HD cable and fast Wi-Fi. Relax by the private pool or enjoy peaceful evenings on the deck with your favorite drink. Pet-friendly and conveniently located near Downtown Sarasota on Bahia Vista, with an easy drive to Lido Key, world-famous Siesta Key, and I-75 for day trips and longer adventures. 🌴 Cert# VR24-00152

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4.97 out of 5 average rating, 208 reviews

The Palms-Heated Private Pool Hot Tub-5mi to beach

THE PALMS is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA: Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a heated pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families and snowbirds to enjoy Florida living in style!

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Popular amenities for Southgate rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.79 out of 5 average rating, 156 reviews

"Charming Pool Home 1 Mile from Siesta Key"

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5.0 out of 5 average rating, 10 reviews

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

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4.96 out of 5 average rating, 57 reviews

Private 3BR Pool Retreat | Near Siesta Key

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4.73 out of 5 average rating, 22 reviews

Private Getaway Near Siesta Key!

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5.0 out of 5 average rating, 24 reviews

Modern 4bd | Heated Pool | Hot Tub + Studio Suite!

FamilyValueHot tub

4.88 out of 5 average rating, 8 reviews

Tanglewood Waterside Retreat

ValueFamilyBackyard

4.93 out of 5 average rating, 43 reviews

Creekside Oasis: August discount available!

LocationFamilyDecor

4.96 out of 5 average rating, 48 reviews

Sleeps 8, Private Pool Near Siesta Key

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Condo rentals with a pool

Condo in Gulf Gate Estates

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

Heated Pool Apartment Near Siesta Key | 1BR

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4.87 out of 5 average rating, 157 reviews

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

4.85 out of 5 average rating, 110 reviews

Comfy Siesta Key Condo

LocationFamilyLong stay

A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.

4.88 out of 5 average rating, 179 reviews

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

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4.92 out of 5 average rating, 172 reviews

Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

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A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

4.88 out of 5 average rating, 146 reviews

Crystal House on Siesta Key Beach

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A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.

5.0 out of 5 average rating, 105 reviews

Breathtaking Beachfront Views in Siesta Key

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4.96 out of 5 average rating, 141 reviews

Siesta Key Condo. Checkout our great rates!

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4.82 out of 5 average rating, 154 reviews

Condo in Lido Key

LIDO KEY 1 BR/1Bath Heated Pool 16

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Other vacation rentals with a pool

An outdoor space is featured, showcasing a private pool surrounded by a screened enclosure. A patio table with chairs is positioned near a large umbrella, providing shade. Colorful pool toys float on the water, and lush greenery creates a tranquil backdrop.

5.0 out of 5 average rating, 28 reviews

Adorable Beach Bungalow

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5.0 out of 5 average rating, 18 reviews

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

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The exterior of a modern home features a combination of lush greenery and well-maintained landscaping. A paved driveway leads to the entrance, framed by palm trees and decorative plants. The home showcases architectural details, including a stylish front entryway and a two-car garage.

5.0 out of 5 average rating, 84 reviews

Boho home | Saltwater Pool on Golf Course

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4.96 out of 5 average rating, 51 reviews

Backyard Oasis, Heated Pool/Hot Tub, Siesta beach

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5.0 out of 5 average rating, 6 reviews

New. Luxury Home. Near Siesta Key. Heated Pool.

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5.0 out of 5 average rating, 4 reviews

Poolside Paradise • Spa & Firepit • Near Siesta

LocationFamilyLong stay

4.94 out of 5 average rating, 51 reviews

A single-story home is surrounded by a well-kept lawn, featuring a lush shrub at the forefront. The entrance is framed by a covered porch, with large windows providing natural light. Trees line the property, casting gentle shadows across the yard.

Cottage in Sarasota

Charming Coastal Oasis 2 Bed/2 Bath Cottage

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An inviting outdoor space features a heated pool reflecting the warm hues of sunset. Lounge chairs and an umbrella provide shade, while the surrounding patio includes a dining table set for gatherings. The home's exterior is illuminated by soft landscaping lights.