House rentals near Lido Key Beach

A dining area features a wooden table surrounded by six chairs with patterned cushions. A fireplace is located on a white brick wall, while an open kitchen is visible in the background. Bright lighting enhances the airy feel, complemented by wood beamed ceilings.

4.97 out of 5 average rating, 101 reviews

Lido Beach Dream

Bright and sunny remodeled and updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 good size bdrms, 2 full baths, , master with with en suite, 2 queen beds, 2 twin beds,open and airy kitchen w/ eating bar and table to seat 6 plus , new appliances, w/d, large family rmwith fireplace, huge year round air conditioned lanai, garage. Golf, sailing, walking & bike trails. Walk to St Armand's Circle, beach, heated pool block away, restaurants, 130 stores and spec. shops.

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.

5 out of 5 average rating, 116 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, the stay includes: ✔ Backyard Putt-Putt Course ✔ Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st ✔ Super Kid Friendly ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

5 out of 5 average rating, 106 reviews

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

A living area features wooden flooring with a large area rug at the center. Two gray armchairs are positioned near a media console, which supports a flat-screen television. Natural light is provided by windows adorned with sheer white curtains, and a green plant adds a touch of greenery.

4.95 out of 5 average rating, 517 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!

The outdoor area features a uniquely shaped heated saltwater pool with clear blue water. Surrounding the pool are loungers placed on a bright, white deck, complemented by tropical plants and palm trees that enhance the tranquil environment.

4.98 out of 5 average rating, 106 reviews

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!

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

5 out of 5 average rating, 33 reviews

Sarasota Escape | Minutes to Beaches + Downtown

HEATED POOL. NONTOXIC + ECO FRIENDLY. Relax with the whole family or bring that group chat trip to life at this peaceful retreat in the heart of Sarasota. Boasting a spacious and nature-inspired design, this home is a short drive to several world class beaches, the downtown Sarasota arts district, 5 star dining, shopping and more. The home is also located within walking distance of a park complete with playground, public pool, tennis + basketball courts, workout area and walking trails.

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.

4.94 out of 5 average rating, 126 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.

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.

4.93 out of 5 average rating, 106 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!

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, 109 reviews

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.

A private backyard features a heated saltwater pool surrounded by a spacious patio area. Sun loungers are arranged along the edge of the pool, while trees and shrubbery provide a sense of seclusion. Soft clouds drift in the blue sky above.

4.95 out of 5 average rating, 113 reviews

Coastal Getaway *With Bikes & NEW Saltwater Pool*

Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

5 out of 5 average rating, 114 reviews

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

Home in Bradenton

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

A private pool is surrounded by lush tropical foliage, creating a serene atmosphere. A waterfall feature can be seen cascading into the clear water. Colorful plants, including vibrant bougainvillea, enhance the natural beauty of the outdoor space.

5 out of 5 average rating, 29 reviews

Walk to Lido Beach &St. Armands -grill/HEATED POOL

A piece of paradise! Walk one block to the beach, 5-minute walk to St. Armands! HEATED POOL, 2BR w/grill. This beautiful home, nestled on a little piece of paradise, is just a stone's throw from Lido Beach! A perfect place to relax, unwind and enjoy your private, mature lush surroundings. This charming home has incredible internet, with 457 mbps download and 28 mbps upload speeds. It also has crown moldings and four ceiling fans.

Popular amenities for house rentals near Lido Key Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

5 out of 5 average rating, 74 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.

4.98 out of 5 average rating, 85 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.

5 out of 5 average rating, 11 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

5 out of 5 average rating, 3 reviews

Tranquility | Pool, Spa & Walk to Beach

A spacious backyard is shown at sunset, featuring a heated pool surrounded by a tiled patio. Tropical palm trees frame the area, and a tiki bar can be seen in the background. Soft outdoor lights create a welcoming ambiance as the sky fills with vibrant orange and purple hues.

4.93 out of 5 average rating, 138 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

4.95 out of 5 average rating, 19 reviews

Coastal Luxe, SaltPool/Spa, 5miles to Siesta

A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.

4.96 out of 5 average rating, 149 reviews

Beautifully Remodeled Home with Pool Near Siesta

5 out of 5 average rating, 87 reviews

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

Weekly house rentals

A serene pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are positioned for relaxation, while lush greenery and a wooden fence provide privacy. A decorative statue adds an elegant touch to the tranquil environment.

4.99 out of 5 average rating, 93 reviews

The Oasis

4.94 out of 5 average rating, 16 reviews

Pineapple House Near SRQ Downtown 15 Min to Beach

A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.

5 out of 5 average rating, 10 reviews

The Palms Away

5 out of 5 average rating, 18 reviews

Luxury Sport Vacation Pool House-Downtown Sarasota

A private heated pool is surrounded by a spacious patio featuring comfortable lounge chairs and large umbrellas. A dining table is positioned nearby, and the house is visible in the background, bordered by greenery and a white fence.

5 out of 5 average rating, 44 reviews

Sarasota Sunshine House with Heated pool & E-bikes

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

4.92 out of 5 average rating, 26 reviews

Coastal Retreat near Siesta Key Beach and Downtown

5 out of 5 average rating, 6 reviews

An inviting living area features a spacious sectional sofa adorned with vibrant pillows and a cozy fireplace. Large glass doors provide natural light and views of the outdoor pool area, while a unique coffee table complements the mid-century modern design.

Home in Siesta Key

Mid-Century Modern, Pool, Mins to Siesta Key Beach

The living area features a light-colored sectional sofa adorned with decorative pillows, paired with a wooden coffee table. A flat-screen TV is positioned on a media unit, while a dining table for six is visible in the background, alongside large windows allowing ample natural light.

4.97 out of 5 average rating, 62 reviews

Chasing the Sun Lido Beach House

Private house rentals

5 out of 5 average rating, 50 reviews

An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.

Home in Holmes Beach

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

A serene backyard scene features a heated saltwater pool surrounded by comfortable seating options. Sun loungers with cushions and striped bean bags are arranged thoughtfully beside the water, framed by lush greenery and bright blue skies, creating a relaxed outdoor retreat.

4.98 out of 5 average rating, 47 reviews

LUX Downtown/Siesta Key heated pool & great yard

5 out of 5 average rating, 14 reviews

The exterior of a multi-level coastal home is presented, showcasing a modern architectural design with a metal roof. Lush landscaping surrounds a heated pool, while a spacious deck is visible on the upper level. Palm trees add a tropical touch to the setting.

Home in Holmes Beach

Walk to Beach, Spa, Pool, Putt Putt, Games&More

4.89 out of 5 average rating, 27 reviews

A private heated pool is centered in the backyard, surrounded by palm trees and illuminated by soft outdoor lighting. A spacious lanai is visible on one side, featuring a shaded seating area. The sky shows a blend of warm sunset colors in the background.

Home in Siesta Key

Private Pool - Beach 100 steps, Village 5-min walk

An open living space features warm wooden floors and large windows that provide ample natural light. A circular dining table is surrounded by six wire chairs. A modern chandelier hangs above the table, while a comfortable chair is positioned nearby, creating an inviting gathering area.

5 out of 5 average rating, 29 reviews

Sanctuary by the Sea

A curved swimming pool is set against a backdrop of lush tropical foliage and palm trees, with water views extending to a nearby dock. Brightly colored pots with plants are placed around the pool area, enhancing the serene outdoor setting.

4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

A spacious living area features a comfortable light-colored sofa complemented by a vibrant blue accent chair. The floor showcases a bold black-and-white rug, while artwork adorns the walls. A side table with a lamp is visible, creating an inviting atmosphere for relaxation.

4.91 out of 5 average rating, 53 reviews

Ben's Bungalow | 8 min to Siesta Key | Giga Wifi

A serene outdoor area features a heated saltwater pool surrounded by a screened enclosure. Two lounge chairs are positioned under an umbrella, while lush greenery adorns the perimeter, creating a calming atmosphere at sunset.

5 out of 5 average rating, 39 reviews

Walk to Siesta Village, Heated Saltwater Pool

Pet-friendly house rentals

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

4.77 out of 5 average rating, 111 reviews

Pool house by the bay

A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

A newly constructed cottage is showcased, featuring a clean white exterior complemented by a bright blue door. Lush green grass surrounds the property, adding a refreshing touch. A paved pathway leads to the entrance, with tall trees providing shade in the background.

4.77 out of 5 average rating, 147 reviews

Downtown New Construction House

4.85 out of 5 average rating, 131 reviews

Home in Longboat Key

Summer House longboat key

An aerial view showcases a renovated home with a metal roof surrounded by lush greenery. A saltwater pool can be seen within a screened enclosure, complemented by a landscaped outdoor area. A spacious lawn is visible, along with pathways leading to the house.

5 out of 5 average rating, 13 reviews

3/2 Heated Pool Home by Siesta

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.97 out of 5 average rating, 120 reviews

Sunshine House, close to Downtown

A private entrance features a white fence and gate with the number 1825 displayed prominently. The pathway is paved with bricks and flanked by lush greenery and colorful flowers, leading to the home's inviting entrance.

5 out of 5 average rating, 17 reviews

The Gecko Bungalow - DT Sarasota

A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.