Vacation rentals with a hot tub in Longboat Key

Apartment in Longboat Key

Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Outdoor spacesHot tubPool

4.96 out of 5 average rating, 125 reviews

4.97 out of 5 average rating, 105 reviews

A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.

Home in Sarasota

Fruit /Botanical Garden Estate 2 ml to downtown EV

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Enjoy the custom pool, hot tub, sauna, cold plunge and the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool, ping pong & shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

BathroomOutdoor spacesAmenities

4.96 out of 5 average rating, 212 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 Bradenton beach

Sea AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Outdoor spacesHot tubWalkability

Apartment in Longboat Key

A bright living area is showcased, featuring a light-colored sectional sofa and an accent chair. A large flat-screen TV is mounted on a stylish entertainment unit. Decorative elements include soft textiles and natural light streaming in from multiple windows, enhancing the open-concept layout.

Waterfront 2BR 2BA | Pool - 10 min walk to Beach

A spacious first-floor 2-bedroom, 2-bathroom condo with direct pool access and stunning bayfront views. Located just a 10-minute walk to the beach, this beautifully appointed retreat offers the perfect blend of comfort, relaxation, and convenience. Enjoy a private patio overlooking the bay, a fully equipped kitchen, and a bright, open living space. With resort-style amenities, including a pool, hot tub, and tennis courts, it’s an ideal escape for couples, families, and remote workers.

LaundryComfortDecor

5.0 out of 5 average rating, 15 reviews

4.9 out of 5 average rating, 227 reviews

Condo in Bradenton Beach

Beachfront • Steps to Sand • Sunset View • Balcony

Just 14 steps from your second-floor beachfront condo, you’re on the powder-soft sands of Anna Maria Island. The bedroom has a plush queen bed, and the living room offers a queen sleeper sofa. Enjoy a full kitchen, cable TV, high-speed Wi-Fi, shared laundry downstairs, and one assigned parking space. Relax on your balcony with sweeping Gulf views and unforgettable sunsets. Perfect for couples or families, this is a true beachfront retreat with sand and sea at your doorstep.

BathroomOutdoor spacesLong stay

4.96 out of 5 average rating, 109 reviews

A private pool is surrounded by tropical landscaping, featuring a clear blue water surface that reflects soft lighting. Several lounge chairs are positioned nearby, providing relaxation space under the palm trees. The serene area is perfect for unwinding after a day at the beach.

Home in Anna Maria

Beach House w/Private Pool & Spa

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....

BathroomHot tubNearby

4.98 out of 5 average rating, 110 reviews

Condo in Longboat Key

Beach Condo with Quiet, Private Beach

Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.

Outdoor spacesHot tubQuiet

4.97 out of 5 average rating, 212 reviews

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Condo in Bradenton

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

Outdoor spacesBathroomGrill

4.97 out of 5 average rating, 157 reviews

A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.

Apartment in Bradenton

Sweet Retreat at Shorewalk!

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!

BathroomHot tubGrill

Superhost

A spacious living area showcases a comfortable cream-colored sofa and armchairs, accentuated by rich red cushions. A glass coffee table sits atop a patterned rug. Large sliding doors lead to an ocean-view balcony, allowing natural light to brighten the room.

Condo in Longboat Key

2/2 Beachfront, VIEWS, Pool, Private Beach Access

Experience beachfront luxury in this fully renovated, 1,700-square-foot Longboat Key condo featuring a spectacular 52-foot Gulf-front balcony. Enjoy a designer kitchen, spacious living area, king primary suite, guest room with two double beds, and private beach, pool, and hot tub access. Resort amenities are not included. No pets. Professionally managed by Florida Vacation Connection.

LocationDecorIndoor spaces

5.0 out of 5 average rating, 7 reviews

5.0 out of 5 average rating, 105 reviews

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.

Condo in Siesta Key

Breathtaking Beachfront Views in Siesta Key

Welcome to your slice of paradise on Siesta Key, where beachfront bliss meets laid-back island vibes! Situated in the heart of the world-renowned Siesta Key Beach, our condo offers a spectacular beachfront experience! Wake up to breathtaking views, step outside your door and feel the powdery sand, inviting you and your family to sink into relaxation, adventure, and sun!

BathroomHot tubParking

4.96 out of 5 average rating, 129 reviews

Two bright turquoise adirondack chairs are positioned on a pebbled shoreline, facing a calm canal. Lush palm trees and greenery surround the area, while distant houses line the opposite bank under a clear blue sky.

Home in Bradenton Beach

Waterfront Pool Home Steps to Beach

Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!

Hot tubOutdoor spacesBackyard

Popular amenities for Longboat Key hot tub rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.89 out of 5 average rating, 161 reviews

Home in Bradenton

Ocean View of AMI | Hot Tub | IMG | 6 TVS |

BathroomHot tubCheckout

5.0 out of 5 average rating, 110 reviews

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.

Home in Sarasota

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

Hot tubBathroomCheck-in

4.82 out of 5 average rating, 104 reviews

An outdoor dining area is set with a glass table and six blue chairs, shaded by a blue umbrella. In the background, a swimming pool with surrounding tropical plants invites relaxation, while a spa is visible nearby, offering a serene ambiance.

Home in Holmes Beach

Private pool, only two blocks .3 miles from beach!

BathroomOutdoor spacesCondition

4.98 out of 5 average rating, 107 reviews

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

Home in Cortez

Dockside Dreams - Pool, Spa & Waterfront Dock

BathroomOutdoor spacesCondition

4.85 out of 5 average rating, 108 reviews

A spacious outdoor area features a heated saltwater pool surrounded by a screened enclosure. A jacuzzi is attached to the pool, with multiple lounge chairs positioned for relaxation. Lush greenery lines the perimeter, enhancing the sense of privacy and tranquility.

Home in Bradenton

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Hot tubBathroomNearby

5.0 out of 5 average rating, 117 reviews

Home in Arlington Park

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

Outdoor spacesBathroomWifi

4.96 out of 5 average rating, 152 reviews

A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.

Home in Bradenton

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

BathroomHot tubCheckout

4.93 out of 5 average rating, 27 reviews

Home in Holmes Beach

Heated Pool, Hot Tub, Game Room, Steps to Beach!

BathroomOutdoor spacesLayout

Villa rentals with a hot tub

4.84 out of 5 average rating, 164 reviews

Villa in Brandon

Resort pool/ hot tub/game room near Tampa airport

BathroomOutdoor spacesWalkability

Villa in Indian Rocks Beach

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

BathroomOutdoor spacesQuiet

4.93 out of 5 average rating, 160 reviews

5.0 out of 5 average rating, 12 reviews

The Palm Court Villa

Hot tubOutdoor spacesHospitality

A serene outdoor area features a newly renovated salt swimming pool accompanied by a jacuzzi. Lush greenery and tropical plants surround the space, offering privacy. A comfortable seating arrangement is positioned beside the pool, enhancing the outdoor experience.

4.92 out of 5 average rating, 12 reviews

Lautus Villa

Hot tubOutdoor spacesBackyard

A spacious outdoor living area features a grid of screens and glass, providing a view of the pool. A table surrounded by wicker chairs sits nearby, complemented by a barbecue grill. Light reflects off the water, while vibrant landscaping can be seen through the windows.

4.98 out of 5 average rating, 45 reviews

Courtyard Villa w/Pool, Spa & Sauna close to Beach

Hot tubOutdoor spacesCleanliness

Superhost

An outdoor area features a spacious patio with a large dining table and several chairs, set among lush tropical greenery. A pool is visible nearby, surrounded by lounge chairs. A spiral staircase leads to an upper level, adding architectural interest to the space.

Villa in Anna Maria

Bean Point Residence Unit B by SeaBreeze Vacation

ValueHospitalityPool

4.8 out of 5 average rating, 10 reviews

4.88 out of 5 average rating, 69 reviews

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.

Villa in Arlington Park

Bohemian Inspired Villa with Golf Cart and SUV

BathroomOutdoor spacesParks

4.98 out of 5 average rating, 64 reviews

Village Des Pins - 2 bedroom 2 bath villa

Hot tubOutdoor spacesDecor

Cabin rentals with a hot tub

5.0 out of 5 average rating, 5 reviews

1 Bedroom Cabin with Resort Amenities

Outdoor spacesHot tubBeach

Cabin in South Sarasota

5 star rated guest house on the water heated pool

Hot tubIndoor spacesNearby

5.0 out of 5 average rating, 4 reviews

Cabin in St. Petersburg

Family Fun Cabin with Pool Access - Sleeps 8

ValueAmenitiesFamily

5.0 out of 5 average rating, 4 reviews

4.67 out of 5 average rating, 3 reviews

Cabin with Resort Amenities

LocationAmenitiesPool

4.33 out of 5 average rating, 3 reviews

Pet Friendly Cabin in Resort

ComfortCleanlinessQuiet