Vacation rentals with a hot tub in Osprey

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Top-rated hot tub rentals in Osprey

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Guest favorite

Villa in Nokomis

4.92 out of 5 average rating, 142 reviews

*NEW MAY 30% OFF* Family BEACH Villa 2KING/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...:)

Jul 26 – Aug 2

G$36,104 GYD per night

Guest favorite

Villa in Sarasota

5.0 out of 5 average rating, 19 reviews

Siesta Villa

NEW to Airbnb - 1,478 SF Villa, in 25 acre, tropical, park-like setting, less than 5 miles from Siesta Key Beach. 7-night min. *AC in the lanai, enclosed with hurricane sliding doors and daybed provides a comfortable place to relax or take a nap. LED string lights provide a romantic ambiance. * HIGH SPEED INTERNET (200 mbps) *Enjoy the beautiful pool and spa *Modern Kitch w Quartz tops *Master BR suite & 2nd BR separated by two baths *Bikes, beach chairs, towels, coolers, racket sport equip.

Sep 28 – Oct 5

G$33,408 GYD per night

Guest favorite

Home in Nokomis

4.98 out of 5 average rating, 57 reviews

Tiki Oasis 3bed on .6 acre paradise 5 min to Beach

Relax with the whole family at this peaceful place to stay. Enjoy 2 master suites with 3 bedrooms and 3 bathrooms. A 5 min drive to Nokomis beach or downtown Venice, and walking distance to legacy trail, tennis courts, and playground in Nokomis park. Fast 500GB up/down internet speed around the property, Tiki bar nestled next to a heated pool and spa ( adtnl charge for spa). Fully stocked kitchen, beach-ready with cooler chairs umbrella wagon, and toys. 5 smart tvs including one in the Tiki bar

Sep 16 – 23

G$81,579 GYD per night

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 46 reviews

Sandy Feet Retreat- Cozy Bungalow & Outdoor living

Welcome to Sandy Feet Retreat! Our single family home is located in Sarasota Florida, only 8 miles from Siesta Key, 5 miles from downtown Sarasota, and only one block away from the Legacy Trail. The perfect Sarasota Home for your trip, featuring a cozy coastal theme with amenities, including a hot tub, grilling station, fire pit, and outdoor entertaining area. Just 2 miles off I 75, this charming vacation home is a short drive from many local restaurant options. Enjoy all Sarasota has to offer.

Oct 19 – 26

G$24,429 GYD per night

Guest favorite

Condo in Siesta Key

4.96 out of 5 average rating, 276 reviews

On the Beach; Siesta Key SunBum Studio

STEPS TO YOUR OWN PRIVATE BEACH!! NO TRICKS or GIMMICKS LIKE OTHER LISTINGS on the 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, new gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking! You are sure to enjoy your time here on the #1 U.S. Beach.

Apr 2 – 9

G$95,448 GYD per night

Guest favorite

Home in Sarasota

4.92 out of 5 average rating, 84 reviews

Spectacular Sunsets! 15 min to 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.

Oct 25 – Nov 1

G$33,841 GYD per night

Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 39 reviews

3655 White Pine Ct, Sarasota, FL 34238

Park like setting complex, just minutes from famous, white sand Siesta Key Beach - voted the best USA beach. This community features oversized heated Pool, Jacuzzi, 2 lighted Tennis courts, Shuffle board, Putting green and Picnic area with Grills, Club house with Pool table, kitchen and Party room. Our turn-key furnished villa is spacious, features vaulted ceilings, updated kitchen and bathrooms, sleeper sofa, washer/dryer inside, screened lanai and one car garage. Few steps to the pool.

May 18 – 25

G$27,997 GYD per night

Superhost

Home in Nokomis

5.0 out of 5 average rating, 5 reviews

Sandy Beaches Minutes Away! Fun in the sun Resort

Only 3 miles from the beaches of tropical Nokomis Florida and right on Donna Bay! This resort features a BEAUTIFUL pool area, fitness center, dock for fishing, tennis, shuffle board, basket ball, volleyball and pickle ball courts, kayak rental for Donna Bay, mini golf, horse shoes, dog park, and bike trails. House has a cozy feel with an attached lanai and picnic table in the yard. Close to Nokomis beach, Siesta Key Americas #1 beach and Venice beach (shark tooth capital of the world).

Jun 21 – 28

G$23,811 GYD per night

Guest favorite

Home in Osprey

5.0 out of 5 average rating, 10 reviews

Gorgeous 2 Bedroom Condo

Relaxed yet Refined, this 2-bedroom condo embodies a laid back attitude and care free state of mind. Get sun-drenched by the pool, or enjoy a friendly tennis match on private courts. Entertaining is effortless in the fully upgraded spacious and open kitchen where even a casual get together becomes memorable. 5 min to Nokomis beach, 15 min to Siesta Key Beach. 1 min to Publix or Walmart. Master features king bed and guest bedroom a queen bed. Washer Dryer is in unit.

May 9 – 16

G$59,481 GYD per night

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 160 reviews

The Palms-Private Heated 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 with a 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 or snowbirds to enjoy Florida outdoor living in style!

Jun 27 – Jul 4

G$65,598 GYD per night

Guest favorite

Bungalow in Osprey

4.78 out of 5 average rating, 320 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:

Dec 13 – 20

G$26,569 GYD per night

Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 106 reviews

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Our Quiet Retreat is in the heart of Sarasota - 5 miles to Siesta Key Beach. The home is 2B/2BA with a blow up mattress and can sleep 6. All the basics are supplied to make your stay more comfortable and your trips to the beach more fun! The backyard is private, secluded, and includes a hot tub, lounge area, a heated and private outdoor shower, fire-pit table, and grill

Jan 10 – 17

G$39,181 GYD per night