Holiday rentals with a hot tub in Sarasota County

Sun-filled cottage with pool, walk to beach

Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.

Hot tub · Outdoor spaces · Biking

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.

Bathroom · Outdoor spaces · Getting around

Modern Organic King Beds Salt POOL/SPA SRQ Escape

Welcome to “Coastal on Hyde,” a modern organic designer home with a NEW saltwater POOL/SPA in Downtown Sarasota. Minutes from 5-star beaches like Siesta and Lido and a stone’s throw to Arlington Park with dog park. Just 2 miles from the Legacy Trail for biking into downtown and near Sarasota Pompano pickleball. Relax in 3 bedrooms (2 with king beds), 2 workspaces, and a pet-friendly fenced yard. Enjoy sun loungers, indoor/outdoor dining with grill, and 5 Smart TVs with fast Wi-Fi for streaming.

Hot tub · Outdoor spaces · Decor

ROYS PLACE private, tropical, romantic paradise.

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

Hot tub · Outdoor spaces · Kitchen

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.

Outdoor spaces · Bathroom · Amenities

Spacious 4BR Getaway – Perfect for Families!

This spacious home includes 4 bedrooms, 2 baths comfortably sleeps up to 10 guests.The house is equipped with all your basic essentials to make you feel like home, good for longer stays! A complete kitchen is available with all basic amenities. The screened-in patio has the perfect set for a year-round vacation with a heated pool, lounge chairs, outdoor dining table. At night the stringed lanai lights can be plugged in for a cozy ambiance and the pool can be light up for you to relax!

Bathroom · Outdoor spaces · Pool

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

Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

Bathroom · Outdoor spaces · Barbecue

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

Spacious 4-bedroom, 2-bath home with a heated private pool, just minutes from the #1 Siesta Key Beach! Located in the Gulf Gate area, you’re only a short drive to the beach, grocery stores, and dining. Enjoy a fully fenced backyard, plenty of parking, and outdoor grill. Inside, you’ll find beach supplies, a fully equipped kitchen, Keurig & drip coffee makers, and TVs in every bedroom—everything you need for a comfortable and convenient stay 🌴☀️

Hot tub · Outdoor spaces · Decor

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

"The Oasis" is a renovated beach cottage with heated private pool & hot tub in the heart of Sarasota. It's 5 miles to the #1 beach in the USA: Siesta Key Beach. The cottage offers 2 bedroom & 2 bathrooms, and a bonus room that can be used to sleep 6 comfortably. The one-of-a-kind fully private, fully enclosed backyard includes heated pool, hot tub, BBQ grill, outdoor dining table & fire pit for families & snowbirds to enjoy Florida living!

Hot tub · Bathroom · Sleep quality

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

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Outdoor spaces · Bathroom · Beach

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!

Hot tub · Bathroom · Laundry

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.

Bathroom · Outdoor spaces · Indoor spaces