Home rentals with a pool near Turtle Beach

4.98 out of 5 average rating, 236 reviews

A clear view of the tranquil waters reveals a vibrant blue float anchored in the shallows. The backdrop features a picturesque beachside resort with palm trees, framed by a clear blue sky and soft sandy shorelines.

Condo in Longboat Key

Island Time on LBK!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

The balcony features a cozy seating arrangement comprising two chairs and a coffee table, all set against a stunning ocean view. The turquoise waters and sandy beach are visible beyond the railing, offering a serene backdrop for relaxation.

4.99 out of 5 average rating, 105 reviews

6 Siesta Breakers - Condo, Ocean View, Heated Pool

Luxurious apartment style condo on Siesta Key Beach, Sarasota Florida overlooking the quartz white sand and turquoise waters of the #1 beach in the USA. Enjoy exquisite ocean views from the balcony or just a few steps to the beach. Our gated community positions you steps away from whatever your heart desires (pool, ocean, grocery store, restaurants, live music and local shops). Your options are limitless on Siesta Key. If you need more than one condo check - airbnb.com /h/breakers203

4.93 out of 5 average rating, 392 reviews

Heated&Renovated Pool•Beach Retreat•15m to Siesta

Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

4.97 out of 5 average rating, 376 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

A well-appointed kitchen features light-colored cabinetry and countertops, with modern appliances including a microwave and oven. An island provides additional workspace, while a dining area is visible in the background. Soft lighting creates a welcoming ambiance throughout the space.

4.97 out of 5 average rating, 120 reviews

Palm Bay Club! Resort Living on Siesta Key!

Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

5 out of 5 average rating, 13 reviews

A mid-century modern home is framed by a large tree, with white walls reflecting the surrounding greenery. Potted plants add color to the entrance, while two decorative faces are positioned on a stone ledge. The area is bordered by white gravel, enhancing the peaceful ambiance.

Home in Siesta Key

Siesta Key | Heated Pool | Sauna | Family & Pets

☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

5 out of 5 average rating, 105 reviews

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

4.98 out of 5 average rating, 112 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

4.97 out of 5 average rating, 359 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

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!

4.9 out of 5 average rating, 40 reviews

Siesta Key private pool house/ beach!

Private pool home, just by the Turtle Beach directly on Siesta Key Island. High ceilings, open floor plan, split bedrooms. 3 bdrm/3 bath. Two Master bdrm suites, 2 washer/dryer. New Master bath and flooring! Beach with deeded beach entrance and 2 great restaurants are only a short stroll away. Under 2 min walk to Turtle Beach! We speak English, Czech, Slovak and Polish.

5 out of 5 average rating, 13 reviews

Siesta Serenity ~ Pool/Waterslide/Waterfront

Siesta Serenity is a luxury 4BR/4.5BA waterfront home just minutes from Siesta Key Beach 🏖️. Enjoy a private pool with waterslide and spa, outdoor dining, BBQ grill, ping pong table, and elegant coastal interiors. Every bedroom has an ensuite bath, plus a chef’s kitchen and stylish bar area—perfect for relaxing and entertaining in paradise 🌊✨.

A serene outdoor seating area features several lounge chairs with cushions, positioned on a brick patio overlooking tranquil water. The setting is complemented by a soft sunset in the background, with lush greenery visible across the bay.

4.89 out of 5 average rating, 108 reviews

Oceanfront home w/sunset views of Sarasota Bay

Treat your family, friends, and beloved small dogs 🐶 to an unforgettable oceanfront getaway ⛱️ in sunny ☀️ Florida! 🦅 🐬 🐠 🐚 🦀 Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. 🌴

Popular amenities for rentals with a pool near Turtle Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The backyard features a newly constructed pool accompanied by a hot tub, both surrounded by vibrant greenery and tropical landscaping. A sun shelf is present in the pool, while a patio area with seating is visible in the background under the shade of trees.

4.98 out of 5 average rating, 106 reviews

Sun-filled cottage with pool, 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.

4.94 out of 5 average rating, 156 reviews

The Sand Castle - Backyard Oasis Mins from Siesta!

Superhost

5 out of 5 average rating, 3 reviews

Luxury 3B/3B waterfront home w/ pool + boat access

Superhost

Home in Anna Maria

4.77 out of 5 average rating, 13 reviews

South Bay Beach House:Bay Front Luxury Beach Villa

An aerial view of Siesta Key displays a coastal neighborhood with a network of waterways. The vibrant blue water contrasts with the greenery and residential homes, highlighting the island's tranquil setting. The city skyline of Sarasota is visible in the distance, framing the picturesque scene.

4.99 out of 5 average rating, 102 reviews

Siesta Key Beach Getaway

4.97 out of 5 average rating, 29 reviews

Home in Siesta Key

Luxury Canal-Front Home + Heated Pool Near Beach

4.96 out of 5 average rating, 26 reviews

Heated saltwater pool near Siesta and Downtown

5 out of 5 average rating, 15 reviews

Siesta Key Paradise

Condo rentals with a pool

An aerial view captures the expansive white sand beach and turquoise waters, lined with beachgoers. The surrounding buildings and amenities are visible, including pools and recreational areas, creating a vibrant coastal atmosphere. Cloud patterns add depth to the bright blue sky above.

4.94 out of 5 average rating, 127 reviews

Beautiful White Sand Siesta Key Beach

4.92 out of 5 average rating, 157 reviews

Gulf Views | Walkable | Spacious

4.85 out of 5 average rating, 126 reviews

Beach Retreat - Jamaica Royale Unit #52

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.

4.89 out of 5 average rating, 141 reviews

Crystal House on Siesta Key Beach

A view from above showcases the lush, landscaped grounds of the condo complex, featuring curving pathways and palm trees. In the foreground, a heated pool is visible, with beach access just beyond. The serene beach and expansive ocean create a welcoming atmosphere.

4.82 out of 5 average rating, 142 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

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.

4.86 out of 5 average rating, 105 reviews

Comfy Siesta Key Condo

A spacious bedroom features a large king-size bed dressed in neutral linens. A flat-screen television is mounted on the wall, while natural light enters through sliding glass doors. A small table and a decorative plant add a touch of elegance to the minimalist decor.

4.82 out of 5 average rating, 341 reviews

[Beach Elements] pool view + private beach & bikes

The exterior of the two-story condo building is visible, featuring a series of balconies adorned with umbrellas. Lush greenery surrounds circular seating areas with white chairs and tables, providing a relaxed outdoor atmosphere. Clear blue skies complement the setting.

4.93 out of 5 average rating, 234 reviews

Private Siesta Key Escape

Other vacation rentals with a pool

A bright dining area features a glass-top table set with blue placemats and white plates. Floor-to-ceiling windows provide unobstructed views of the beach. Light-colored cabinetry and modern appliances are visible in the kitchen area, enhancing the overall spaciousness.

5 out of 5 average rating, 9 reviews

2BR Penthouse - Stunning Beach Views on Siesta Key

A private pool area is showcased within a screened enclosure, featuring clear waters and sun loungers. Colorful umbrellas in red and green provide shade, while tall palm plants are arranged around the space. The adjacent home showcases large windows, offering views of the inviting outdoor area.

5 out of 5 average rating, 16 reviews

Sarasota's Luxury Oasis

A cozy deck area features outdoor seating with two bar stools and a small table adorned with flowers. Palm trees provide shade while a serene waterfront view is visible, with a private dock and a pool in the background.

4.91 out of 5 average rating, 65 reviews

Siesta K- Kayak, Boat Dock, Pool, & walk 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, 29 reviews

The Palms Away

An aerial view showcases the waterfront property, highlighting the building's proximity to the canal. Nearby greenery and water feature prominently, while the surrounding area includes various residential and commercial structures, indicating a vibrant community. The pool is visible, situated on the property.

4.94 out of 5 average rating, 33 reviews

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

Superhost

Home in Nokomis

5 out of 5 average rating, 3 reviews

Luxury Canal Home | Pool, Spa & Dock Near Beach

4.95 out of 5 average rating, 21 reviews

Home in Siesta Key

Bike to Beach Double King Suites, Pool & Mini Golf