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

LocationValueBackyard

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.

ValueLocationCleanliness

A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.

4.96 out of 5 average rating, 154 reviews

Luxury Pool Family Oasis-Siesta Key/DT 3BR/2BA

Welcome to your home away from home! This renovated, spacious, and bright pool home will immerse you in a luxurious experience the minute you arrive. Located on a lush, quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in the USA), 10 minutes to downtown (with fantastic restaurants and shopping), and within walking distance of the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake Park, and the new UTC mall!

LocationValueBeach

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.

LocationValueHiking

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!

FamilyLocationHot tub

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

ValueLocationDecor

4.97 out of 5 average rating, 118 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!

LocationFamilyTV

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.

ValueFamilyHospitality

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!

FamilyLocationIndoor spaces

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

FamilyLocationIndoor spaces

4.91 out of 5 average rating, 205 reviews

An outdoor dining area features a large table set with plates and glasses, surrounded by seating. A pool is visible nearby, framed by lounge chairs under a covered patio with ceiling fans. The walls are painted in a vibrant blue, enhancing the inviting atmosphere.

Home in Sarasota Springs

Sarasota Sandpiper: 4 Bed/3 bath + Pool

Your Ideal Getaway: All-Inclusive Comfort and Convenience Discover the perfect retreat that's close to everything you desire in a vacation. Whether you're seeking the beach, family-friendly activities, nightlife, mini golf or championship golf courses, you'll find it all at your doorstep. It's a place where you can unwind and savor life's simple pleasures. Embrace the great outdoors with an outdoor space that's perfect for relaxation and enjoyment.

ValueLocationComfort

4.96 out of 5 average rating, 57 reviews

Private 3BR Pool Retreat | Near Siesta Key

Your Private Sarasota Retreat Relax into your own private Sarasota retreat just 5 miles from world-famous Siesta Key Beach and Siesta Village. You’re also close to downtown Sarasota, Lido Key Beach, Marina Jack, St. Armands Circle, and a variety of great restaurants and attractions. Nestled in a quiet, highly desirable residential area, this spacious home offers the perfect balance of privacy and convenience for your stay.

FamilyValueHospitality

Popular amenities for Southgate rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 162 reviews

An outdoor dining area features a wooden table set for four, overlooking a pristine pool. Lounge chairs are positioned nearby, providing a relaxing space for sunbathing. The screened patio ensures comfort while enjoying meals or relaxation outdoors.

Home in Sarasota Springs

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

ValueFamilySleep quality

4.98 out of 5 average rating, 130 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

LocationValueQuiet

5.0 out of 5 average rating, 10 reviews

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

FamilyLocationCleanliness

4.73 out of 5 average rating, 22 reviews

Private Getaway Near Siesta Key!

LocationFamilyBeach

5.0 out of 5 average rating, 24 reviews

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

ValueFamilyCleanliness

4.88 out of 5 average rating, 8 reviews

Tanglewood Waterside Retreat

ValueFamilyRiver

4.95 out of 5 average rating, 20 reviews

Salt & Sun Sarasota

LocationFamilyHospitality

4.93 out of 5 average rating, 43 reviews

Creekside Oasis: August discount available!

FamilyLocationAccuracy

Condo rentals with a pool

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

LocationFamilySolo travel

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

ValueFamilyPets

4.87 out of 5 average rating, 157 reviews

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

ValueFamilyOutdoor spaces

4.92 out of 5 average rating, 172 reviews

Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

LocationFamilyCondition

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

LocationValueWifi

4.96 out of 5 average rating, 141 reviews

Siesta Key Condo. Checkout our great rates!

LocationValueGrill

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

FamilyLocationView

4.96 out of 5 average rating, 165 reviews

A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.

Condo in Sarasota

Modern Coastal Oasis - Beach and Private Patio

FamilyValueSleep quality

Other vacation rentals with a pool

5.0 out of 5 average rating, 4 reviews

Poolside Paradise • Spa & Firepit • Near Siesta

FamilyLocationLong stay

A screened-in pool area is shown at dusk, with a clear pool reflecting the colorful sky. A white fence surrounds the space, and comfortable lounge chairs are positioned nearby, adding to the inviting outdoor atmosphere.

4.91 out of 5 average rating, 77 reviews

Heated Pool + Ping Pong | Near Siesta Key Beach

LocationValueWalkability

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

LocationFamilyCondition

5.0 out of 5 average rating, 18 reviews

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

LocationFamilyCleanliness

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

LocationValueCheck-in

4.96 out of 5 average rating, 51 reviews

Backyard Oasis, Heated Pool/Hot Tub, Siesta beach

LocationFamilyCondition

4.98 out of 5 average rating, 51 reviews

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

FamilyLocationCheck-in