Holiday rentals with a hot tub near Crescent Beach

4.99 out of 5 average rating, 109 reviews

An open living area features tiled flooring and soft lighting, with comfortable seating arrangements including a sofa and armchairs. A dining area is visible, showcasing a wooden table with chairs. Decorative touches such as artwork and a side cabinet enhance the space's charm.

Cottage in Sarasota

Quaint Cottage,150 steps away from Crescent Beach!

Nestled on the serene Crescent Street, this classic 1969 cottage, is just a short walk to the ground quartz sands of Siesta Key. The 500 sq foot private brick paver and stone backyard off the screened in lanai is fully fenced with custom built stainless outdoor kitchen, featuring a large grill, refrigerator, custom built stone bar with seating for 8 . Nearby is a blue glass gas fire pit with a seating area, over sized (9 ft. diameter) in ground "spool", loungers and a large circular daybed.

A light-filled living area features a comfortable white sectional sofa with decorative pillows, complemented by a wooden coffee table. Large glass doors lead to an outdoor space, while a television and two lamps enhance the room's functionality and warmth.

4.85 out of 5 average rating, 123 reviews

The Palm Bay Club on Siesta key Beach

Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to beach access . Updated 2 bedroom 2 Bath ground floor with walk out balcony .Each bedroom offers private en-suite, Clean and bright open floor plan, well appointed kitchen ,Central A/C . Resort features 2 heated pools , enjoy the tranquility of the bay from the large hot tub or pool . Fishing pier, tennis & pickle ball courts, gym, laundry area we also offer boat slips

4.79 out of 5 average rating, 155 reviews

An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.

Cottage in Sarasota

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

A tranquil pool area is surrounded by palm trees, reflecting the clear blue sky. Lounge chairs are positioned around the pool's edge, inviting relaxation. The sun casts a warm glow over the scene, enhancing the peaceful ambiance of the resort.

4.98 out of 5 average rating, 132 reviews

Siesta Key For Me @ The Palm Bay Club

🏖️ Newly Renovated Siesta Key Condo | Ocean + Bay Views | Sleeps 6 📍 Bayside Suite at The Palm Bay Club | Walk to Beach ✨ ALL-NEW RENOVATIONS MAY 2025! Brand new bathrooms, flooring, doors, trim, granite countertops & more—be among the first to enjoy our stylish upgrade! Welcome to Condo #310 at The Palm Bay Club—a 2BR/2BA bright and breezy bayside condo with water views, modern upgrades, and private beach access just a short walk away. Sleeps up to 6 guests comfortably.

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, 121 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.

4.85 out of 5 average rating, 116 reviews

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!

Stay at a vibrant 2BR beachfront duplex in the heart of Siesta Key—just steps from the sand, dining and local attractions. This colorful retreat blends modern comfort with fun outdoor living, featuring a private cabana with hot tub and a shared pool. Perfect for couples, families and beach lovers. ☀ Shared pool ☀ Steps to the beach ☀ Pet-friendly ☀ BBQ area ☀ Private hot tub ☀ Pets allowed ☀ Wifi & Free parking Your perfect seaside escape awaits!

4.91 out of 5 average rating, 113 reviews

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

Flat in Sarasota

Minutes to Siesta or DT w/heated pool and Hot Tub

Welcome! This modern 1-bedroom, 1-bath vacation rental offers spa-like amenities and a location you’ll love! Just minutes from the world-famous crystal white sands of Siesta Key Beach, it’s the perfect getaway. Nestled in a quiet, walkable neighborhood just a block from Sarasota Bay, your apartment offers easy access to stunning sunsets, excellent shopping, and dining, all while keeping you outside the beach traffic.

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, 379 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.

4.98 out of 5 average rating, 157 reviews

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Family-Friendly 3BR Home w/ Private Heated Pool, Hot Tub & Backyard– Near Siesta Key! Located just minutes from world-famous beaches, and a wide variety of dining, shopping, and entertainment options, this home is the perfect base for your Sarasota vacation. Whether you’re planning a family trip, a couples’ retreat, or a friends’ getaway, you’ll love the blend of comfort, convenience, and fun!

Aerial view captures the pristine beach alongside the expansive manicured grounds of a gated community. The layout features several buildings with red roofs, centered around a heated salt water pool. The shoreline and beach-goers are visible in the distance.

4.98 out of 5 average rating, 58 reviews

Siesta Dunes 1st Floor Beach Front Retreat

Steps from the beach, this spacious 2 bedroom condo has everything you will need for your Siesta Key vacation. Located in the beautiful gated community of Siesta Dunes, with heated salt water pool, and its own private beach access, complete with beach chairs, umbrellas and towels. Stroll though the well-manicured grounds on your way to the pool, the sundeck and the beach.

4.98 out of 5 average rating, 360 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!

Apartment in Bradenton Beach

A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.

4.99 out of 5 average rating, 173 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

An unforgettable experience awaits you at this getaway apartment right on the white sand beaches of Anna Maria Island. Wake up every morning to the best views of the turquoise waves of the gulf and spend your days enjoying the warm waters, filling your social media with dolphin pictures and dramatic sunsets.

Popular amenities for rentals with a hot tub near Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

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

4.96 out of 5 average rating, 205 reviews

A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.

Home in Holmes Beach

Be an AMI

4.97 out of 5 average rating, 115 reviews

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

Home in Bradenton

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

5 out of 5 average rating, 6 reviews

Luxury Waterfront Home in Sarasota w/ Pool & Dock

4.97 out of 5 average rating, 120 reviews

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.

4.79 out of 5 average rating, 124 reviews

Minutes to Siesta! 4BR 2BT Heated Pool Fenced Yard

5 out of 5 average rating, 11 reviews

Siesta Key House, Pool & Hot Tub, 1 mile to beach

4.97 out of 5 average rating, 132 reviews

The Wisteria Oasis W/swings, heated pool & hot tub

Villa rentals with a hot tub

An outdoor dining area features a large rectangular table with seating for eight, complemented by a shaded lounge space. A heated pool is visible, along with a sunken hot tub and sun loungers. Lush greenery surrounds the area, providing a serene backdrop.

4.87 out of 5 average rating, 61 reviews

Bohemian Inspired Villa with Golf Cart and SUV

5 out of 5 average rating, 53 reviews

Siesta Villa

A modern living area is showcased, featuring a comfortable gray sofa facing a flat-screen television. Large glass doors allow natural light and offer views of the surrounding landscape. A dining table with chairs is positioned nearby, accentuated by a decorative centerpiece of fresh greenery.

4.91 out of 5 average rating, 58 reviews

Stunning Water View, Kayaks, Resort Pool Sarasota

A single-story villa is framed by landscaped greenery, featuring shrubs and palms. The exterior showcases a tile roof and light-colored walls, with windows allowing for natural light. A paved driveway is visible, leading to the entrance.

4.96 out of 5 average rating, 56 reviews

7891 Timberwood, Sarasota, Florida, USA

4.98 out of 5 average rating, 47 reviews

A spacious single-story house is highlighted, featuring a well-maintained white exterior and a metal roof. Lush green grass surrounds the home, with several palm trees positioned symmetrically along the pathway leading to the entrance. A clear sky and gentle clouds provide a bright backdrop.

Villa in Nokomis

Oasis Getaway -Beautiful House-Infinity Pool-Beach

A charming villa exterior is depicted, featuring a bright façade with a red-tiled roof. Lush green landscaping surrounds the property, with palm trees and various shrubs casting soft shadows on the well-maintained grass.

5 out of 5 average rating, 28 reviews

Sunshine Get Away! Pool, Beach & Fun!

5 out of 5 average rating, 58 reviews

An outdoor seating area offers comfortable blue cushions on a woven sectional sofa, with a stylish coffee table in front. The heated saltwater pool features a spa and is surrounded by tropical greenery, offering a peaceful retreat under a screened enclosure.

Villa in Venice

Stunning Deluxe Pool & Spa Villa-7 Min to Beach

5 out of 5 average rating, 3 reviews

Villa in Lakewood Ranch

New Luxury Villa W/ Resort Amenities

Cabin rentals with a hot tub

Pet Friendly Cabin in Resort

Cabin in Sarasota

5 star rated guest house on the water heated pool

Cabin with Resort Amenities

1 bedroom cabin in Sun resort

1 Bedroom Cabin with Resort Amenities

Other holiday rentals with a hot tub

4.99 out of 5 average rating, 73 reviews

A cozy sleeping area is presented with a spacious bed featuring soft bedding. Custom-built booths with plush green cushions are positioned along large windows, allowing ample natural light. The warm wood ceiling complements the wooden cabinetry, enhancing the overall serene ambiance.

Tiny home in Bradenton

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

5 out of 5 average rating, 5 reviews

4BR Waterfront Retreat - Hot Tub, Dock, Pool

Direct Gulf View - Residence 603

4.55 out of 5 average rating, 11 reviews

2BR Beach Club – Beach, Heated Pool & Hot Tub

The exterior of the building is framed by lush palm trees, with a heated pool in the foreground. Loungers are arranged around the pool, set against a vibrant sunset sky. The property features multiple balconies visible on the building, enhancing the welcoming ambiance.

At Sun Sea Terrace | Steps to Siesta Key Beach

A spacious kitchen area features sleek cabinetry and a large center island with a striking stone surface. Wooden beams add a rustic touch overhead, while modern appliances are seamlessly integrated. Natural light floods the space, creating an inviting environment for meal preparation and gathering.

Rustic Sands - 650

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 out of 5 average rating, 89 reviews

Breathtaking Beachfront Views in Siesta Key