Vacation rentals with a hot tub in Osprey

4.97 out of 5 average rating, 30 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

Family Oasis-Beautiful House-Infinity Pool-Beaches

Do you love the beach? Do you love lounging in a beautiful pool surrounded by palm trees and South Florida's world-renowned weather? Look no further because Sunny Oasis is waiting for you! We are located just 2 miles from the beach and 3 miles from Venice Downtown, you are choosing the right place! There is large heated Infinity pool with hot tub, spacious 1-acre courtyard with monkey bars, zip line and much more for the whole family! Make some memories at this unique and family-friendly place.

A screened lanai features a bubbling hot tub and comfortable seating area adorned with neutral-colored cushions. Soft lighting is offered by overhead string lights. Surrounding greenery enhances the peaceful ambiance, while large windows allow natural light to flow into the space.

5 out of 5 average rating, 132 reviews

The Turtle Nest-Lanai w/Hot Tub+5mi to beach

Come and relax at this peaceful, tropical, and romantic oasis. "The Turtle Nest" is a single family home located in the heart of Sarasota; only 5 miles to the Siesta Key Beach! It offers 3 bedrooms, 2 baths and can sleep up to 6. Picture a screened lanai, your own juicy star fruit, complete with a bubbling hot tub and a sizzling grill. The outdoor setting is private as the yard is surrounded by palms and fruit trees. Your stay here is destined to be a blend of comfort, delight, and rejuvenation.

A vibrant sunset lights up the sky in shades of orange and pink, framed by tall trees that line a quiet street. The silhouettes of palm trees add to the tropical ambiance, while homes are visible in the background, nestled among the lush landscaping.

4.92 out of 5 average rating, 102 reviews

Spectacular Sunsets! 15 min Siesta Key!

This villa is spacious and bright with lots of windows. The interior has just been updated. Tropical decor makes you feel like your’e at the beach. Huge flat screen TV. Tile flooring in the living areas and laminate in the bedrooms. Screened lanai overlooks palm tree and mature landscaping. Wireless fast speed internet included. It has everything you need for a short visit or extended stay. Fully equipped kitchen. Washer and Dryer. Beach chairs and towels. One car garage and driveway space.

5 out of 5 average rating, 37 reviews

A private pool and hot tub are enclosed within a screened area, featuring a calm water surface that reflects sunlight. The surrounding deck is finished with sleek tiles, offering a spacious area for relaxation. Lush greenery is visible just beyond the enclosure.

Home in Nokomis

Barbara’s Paradise

Relax with the whole family at this spacious lakeview home with a private pool and hot tub, perfect for your getaway! Designed with love, it offers a welcoming and peaceful atmosphere for everyone to enjoy. Located near Nokomis and Siesta Key beaches, as well as downtown Venice, you’ll have access to stunning shorelines, charming shops, and great dining options. Whether swimming in the pool, relaxing by the lake, or exploring nearby attractions, this home is your perfect vacation retreat!

4.92 out of 5 average rating, 77 reviews

A modern living space is displayed, featuring a large gray sectional sofa and a circular wooden coffee table. The sleek kitchen with dark cabinetry is in view, complemented by pendant lighting and a spacious countertop. Natural light enters through the windows, enhancing the contemporary design.

Home in Osprey

Private house with loft

Have fun with the whole family at this brand new, modern private free standing guest house. Full bedroom with king size bed, with a finished loft including a queen bed. There’s also a queen pull out sofa in the living area. Enjoy your privately fenced backyard with a hot tub and putting green. Centrally located between Siesta Key beach and Nokomis beach. Hot tub is available upon request in off season months, April-October. There will be an additional $30 fee in off season months.

4.96 out of 5 average rating, 273 reviews

A cozy sleeping area features a spacious bed with light-colored bedding and decorative pillows. An ornate mirror and a television are positioned on a fireplace mantel. Warm light filters through sheer curtains, illuminating the inviting space decorated with tasteful artwork.

Apartment in Englewood

The Oz Tree House over looking Hot tub, Pool

The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

The exterior of the home showcases a one-story structure surrounded by a well-kept lawn. A covered parking area is present, alongside vibrant landscaping featuring various plants and trees. Clear blue skies create a bright and welcoming atmosphere.

4.94 out of 5 average rating, 152 reviews

La Hacienda / heated pool, hot tub, 6 mi to beach

Experience the allure of La Hacienda, a charming rental with a warm Southwestern-inspired interior with unique touches. This 4-bedroom, 2-bath home features a spacious living room with comfortable seating and multiple smart TVs. The private backyard awaits with a heated pool and hot tub for ultimate relaxation and entertainment. Located near downtown, you'll have easy access to beaches and dining. Indulge in the perfect blend of chillin', grillin' and sippin' at La Hacienda!

A heated pool with a vivid blue surface reflects sunlight. Two bright blue lounge chairs sit invitingly at the pool's edge, surrounded by a spacious deck area featuring additional lounge chairs. A grill is positioned nearby, enhancing the outdoor enjoyment.

4.96 out of 5 average rating, 184 reviews

The Palms-Heated Private Pool Hot Tub-5mi to beach

"The Palms" is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA, Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families and snowbirds to enjoy Florida living in style!

5 out of 5 average rating, 14 reviews

A spacious living area features a deep blue sofa adorned with patterned cushions. A light wood coffee table is centered on a decorative area rug. A dining area, visible in the background, showcases modern bar stools around a sleek table under a contemporary light fixture.

Villa in Sarasota

Luxury Villla Retreat, Sarasota, near #1 Beach!

Escape to our stunningly remodeled two-bedroom villa in Village des Pins, Sarasota, Florida! Perfectly situated just a 10-minute drive from Siesta Key Beach, acclaimed as #1 Beach in the US (TripAdvisor 2025)! Enjoy easy access to this stunning beach, renowned for its soft white sand and crystal-clear waters! Minutes to shopping, golf courses, and restaurants. Perfect Getaway for 4! Spacious, resort-style villa with many features

Superhost

The exterior of the home is framed by lush greenery and colorful plants, with a gravel driveway leading to a covered carport. A spacious lawn stretches out under a vibrant sunset sky, enhancing the inviting ambiance of the property.

4.83 out of 5 average rating, 40 reviews

Gulf Gate Retreat- 2BD/1BA Hot Tub Near Siesta Key

Welcome to your serene oasis! This charming 2 BD/1 BA home boasts a private fully fenced backyard, complete with a relaxing hot tub and BBQ grill, perfect for entertaining. Just 4.1 miles from Siesta Key Beach and 1.5 miles from the outlet stores at the Sarasota Pavilion, enjoy the best of both worlds: beachside bliss and urban convenience. Lido Key Beach is 10 miles away. Your ideal retreat awaits!

4.92 out of 5 average rating, 25 reviews

A kitchenette is featured with a vibrant blue cabinet and countertop, housing a coffee maker, toaster, and microwave. A washer and dryer are positioned to the right, complementing the space. Natural light filters through the window, enhancing the functional layout.

Apartment in Sarasota

Siesta Greek getaway

Located 2 1/2 miles from siesta key Beach easy access. private entrance. 1bedroom one bathroom with a living room area, combined dining. Kitchenette well-equipped with washer and dryer, gas grill full size refrigerator, The living room has a daybed, a reclining chair a dinette set TV and Internet There is a hot tub right outside the door. Dining areas are provided outside. Please no pets

Superhost

An inflatable hot tub is placed under a covered pergola, surrounded by potted plants and soft lighting. Comfortable seating is arranged nearby, creating a relaxed outdoor space. The backdrop features a simple house structure, ensuring privacy and a cozy atmosphere.