Holiday rentals with a hot tub in Osprey

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Top-rated rentals with a hot tub in Osprey

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the villa features a light-colored facade with inviting landscaping. Tropical plants and palm trees are positioned around the entrance, which is framed by large windows and a welcoming pathway made of stone pavers leading to the front door.
Villa in Nokomis
4.91 out of 5 average rating, 167 reviews

APRIL OPEN 1 min to beach, New, PETS OK!, 2Br/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Guest favourite
A spacious living area features two large sofas and a patterned accent chair arranged around a central coffee table. Tall windows allow natural light to fill the room, highlighting the neutral color palette. A staircase leads to the upper level, enhancing the open layout.
Home in Nokomis
4.87 out of 5 average rating, 204 reviews

4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres

Welcome to Oak Bahay Ranch, our beautiful 4+ acre ranch home with pool! Enjoy the tranquility of this 4 bedroom/2.5 bathrooms with a pool (heated during winter). Bike or drive the quick 2.5 miles to Nokomis and Casey Key Beaches! Oak Bahay Ranch is a nature lover's paradise, close to Legacy Trail, Sarasota County's premier 20+ mile biking/walking trail. Oak Bahay Ranch is an easy drive to world famous Siesta Key Beach (15 mins), downtown Sarasota (20 mins), and downtown Venice (10 mins).

Top guest favourite
The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.
Flat in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 178 reviews

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

Top guest favourite
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.
Home in Sarasota
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.

Superhost
An expansive terrace is showcased, featuring a large outdoor dining table surrounded by modern chairs. The view overlooks the tranquil Gulf waters, with a clear blue sky above. The smooth tiled flooring complements the sleek, contemporary design of the outdoor space.
Apartment in Sarasota
5 out of 5 average rating, 4 reviews

South Water View - Residence 502

Residence 502 - Partial Water View SPACIOUS FIFTH FLOOR LUXURY RENTAL WITH OVERSIZED TERRACE. This beautifully appointed residence is one of the very few in the building offering four bedrooms to meet all your needs for the perfect island vacation. Thoughtfully laid out and professionally decorated, this residence truly has it all. The open floor plan features a fully equipped gourmet kitchen, dining area, and light-filled living area featuring floor to ceiling windows that open onto an

Guest favourite
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
4.89 out of 5 average rating, 95 reviews

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.

Top guest favourite
A screened lanai showcases a heated pool and spa, surrounded by twinkling string lights. Lounger chairs and outdoor dining furniture are positioned nearby. A grassy area is visible beyond the pool, while a pink inflatable floats in the water, enhancing the serene outdoor setting.
Home in Gulf Gate Estates
4.99 out of 5 average rating, 67 reviews

Coastal Home in Sarasota-8min from Siesta Key

This pet friendly coastal home has everything you need to enjoy your visit in Sarasota! The home is nestled in a quiet neighborhood in the highly sought-after Gulf Gate community. Spend your day relaxing by the pool and spa or explore the area. The house is only 8 minutes away from worlds #1 Siesta Key beach and minutes away from shopping and restaurants. It’s also a short 15 min drive to downtown Sarasota and 20 minutes away from famous St Armand’s Circle.

Guest favourite
The exterior of a single-story villa is showcased, surrounded by lush greenery and palm trees. A manicured lawn features various shrubs and plants. The building's neutral-colored walls are complemented by a terracotta roof, creating a harmonious blend with the tropical environment.
Home in Sarasota
5 out of 5 average rating, 20 reviews

Spacious Cozy Tropical Retreat!

You will be impressed with the new Kitchen. The spacious master bedroom has been designed with you in mind. King size bed, large walk in closet and private bath. Both bedrooms have brand new laminate flooring! Relax and unwind in the brand new leather reclining sofas and chair with a 65” smart TV in the main livingspace. The villa comes with high speed WIFI internet and premium tv channels to make you feel right at home. Private lanai with a great view.

Top guest favourite
A private pool area features a clear, inviting swimming pool surrounded by a tiled deck. Lush greenery can be seen through the screened enclosure, with large planters at each corner adding a touch of nature to the space.
Home in North Port
4.97 out of 5 average rating, 143 reviews

Private, beautiful house with a heated pool

Relax with the whole family or a group of friends at this peaceful place in paradise. A beautiful, clean home that can accommodate up to 6 guests. The home is fully remodeled with new furniture. Start your morning with a nice cup of Nespresso by the heated pool and end the night at the jacuzzi in the spacious master bedroom. Located 5 min away from water park(aquatic center) 10 min from the famous Warm Mineral Springs and 25 min from multiple beaches.

Guest favourite
A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. A colorful piece of wall art draws attention, while two pendant lights cast a warm glow. A small white table holds a yellow lamp, and a potted plant adds a touch of greenery.
Bungalow in Osprey
4.78 out of 5 average rating, 367 reviews

Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !

Floridian Tiny Cottage! Buttonwood Cottage is wonderfully located central to the downtowns and beaches of Sarasota and Venice with a private patio space and hot tub. 15 minutes away for the number 1 beach in USA "Siesta Key" . You'll feel that you stepped back in time upon arrival to our charming homestead. I follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights:

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 151 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!

Top guest favourite
Flat in Englewood
5 out of 5 average rating, 250 reviews

The Oz Parlor 2.9 mi beach

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix, Amazon and YouTube TV Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

Popular amenities for rentals with a hot tub in Osprey

Quick stats about holiday rentals with a hot tub in Osprey

  • Total holiday rentals

    Explore 10 holiday rentals in Osprey

  • Nightly prices starting at

    Osprey holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Wifi availability

    10 of Osprey holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osprey rentals

  • 4.9 Average rating

    Osprey stays are highly rated by guests – averaging 4.9 out of 5!