Vacation rentals with a pool in Southgate

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.

4.86 out of 5 average rating, 125 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

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.

5 out of 5 average rating, 24 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.

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.

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!

A private fenced yard features a large swimming pool surrounded by a patio. Two lounge chairs are positioned nearby on a sunlit deck. A covered porch is visible in the background, offering additional seating options. Lush greenery borders the space, enhancing relaxation.

4.89 out of 5 average rating, 83 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

Home in Indian Beach-Sapphire Shores

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

4.93 out of 5 average rating, 123 reviews

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.

Home in Rosemary District

An open and airy entrance welcomes guests with natural wood flooring and bright lighting. A modern kitchen is visible in the background, featuring sleek cabinetry and stainless appliances. A staircase with a minimalist design extends upward, while a small table holds decor and literature.

4.86 out of 5 average rating, 110 reviews

Saltwater Pool+Hot Tub, Grill, Walk Downtown

The House - Sleeps 12 people. -Saltwater heated pool -4 person hot tub -Kid’s toys & accessories, including stroller, carseat, highchair, pack and play, etc… -Bikes! -Stocked kitchen -King beds. Location: - 5 minute walk to downtown, 8 minute drive to Lido Key Beach. -Directly next to our “sister house” … book both for huge groups! Hosts -Small family run side-business. We love connecting with visitors! WE OFFER A DISCOUNT FOR PUBLIC SCHOOL TEACHERS! Message us for info!

A private outdoor space is presented, featuring a heated saltwater pool illuminated by soft lighting. A hammock is hung nearby under a stylish frame, surrounded by lush greenery and a fenced area, enhancing the serene ambiance for relaxation.

4.96 out of 5 average rating, 100 reviews

The Wisteria Oasis W/ heated pool & hot tub

Come Relax with your family at this peaceful 3 bedroom cottage, It has a private fenced in backyard w/ new heated saltwater pool, hot tub, hammock & swings,and a fire pit to make s’mores! Yes its stocked with beach gear and a short drive to the beautiful siesta key and lido key beaches. Also minutes from the Bayfront park where u can watch amazing sunsets and the downtown sarasota dining spots! Arlington park is in the neighborhood with trails- play area- pool- outdoor gym.

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

4.95 out of 5 average rating, 128 reviews

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a 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, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool.

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.

4.93 out of 5 average rating, 173 reviews

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.

5 out of 5 average rating, 20 reviews

Lovely Beach Bungalow

This cute-as-a-button 2 bedroom bungalow located in the coveted and charming Southgate neighborhood, centrally located in the heart of Sarasota. This well appointed home is on a spacious corner lot on a quiet street perfect for an evening stroll or morning bike ride. Southgate is Sarasota's most centrally located neighborhood which allows you to be, no more than 10 minutes to everything. Siesta Key, Downtown, the Interstate, UTC, and the SRQ Airport.

4.99 out of 5 average rating, 141 reviews

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

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!