Holiday rentals with a hot tub in Vamo

4.86 out of 5 average rating, 35 reviews

Luxury 6BR Retreat with Beach Access

Experience the ultimate Siesta Key lifestyle in this luxurious 6-bedroom coastal retreat. - Private pool and spa with deeded beach access - Spacious game/workout room and state-of-the-art movie theater - Gourmet kitchen with granite countertops and stainless steel appliances - Smart home features including intercom and security systems - Lush tropical landscaping with mango and avocado trees - Relaxing balcony overlooking the pool area - Exceptional Siesta Key Oasis with 6 Bedrooms

Superhost

4.78 out of 5 average rating, 99 reviews

New Renovation 4bd 2bth Pool 3mi from Siesta Beach

Newly Renovated, spacious home with heated private pool, just minutes away from #1 Beach in the USA - Siesta Key Beach. This house is conveniently located in Gulf Gate area, which allows a very short drive to Siesta Beach, Grocery stores, and dining. 4bedroom, 2 bathroom, spacious backyard, lots of parking space. Grill, propane, beach supplies, basic kitchen tools, keurig coffee pot with k-cups and drip, TV in every bedroom, all for your convenience while you are staying in our home! NO PARTY!

4.97 out of 5 average rating, 79 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.

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.

4.97 out of 5 average rating, 331 reviews

Condo in Siesta Key

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta 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, 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!

4.91 out of 5 average rating, 11 reviews

Home in Bradenton

Sunny Florida River Strand Golf & Resort Vacation

Welcome to our home! My husband Dennis and I, Danielle, are ready to host all your vacation needs. Our home is situated in River Strand where all the golf, tennis, swimming can be found. This includes 2 club house pools with tiki bar, fully equipped exercise rooms and classes. When not golfing at River Strand Golf Course, relax in your comfortable veranda style home. (Amenities require member transfer fee of $535 + tax). Satelite pools come at no extra fee.

5 out of 5 average rating, 15 reviews

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

4.94 out of 5 average rating, 112 reviews

Home in Holmes Beach

The Peachy Beach House, steps to the gulf

Rent two weeks from Aug- Dec receive 15% off Hurricane season refunds possible. Two bedroom, 2 full bathroom, new heated private pool Steps from semi-private gulf beach, this 3 story on a quiet street in N. HB Well-stocked kitchen, 2 TVs, large master which is more like resort suite with new tempurpedic king bed Gulf views from bedrooms. You’ll find: crib, high chair, beach chairs, wagon, canopy, beach toys and towels!

Superhost

Bungalow in Osprey

4.77 out of 5 average rating, 359 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:

4.82 out of 5 average rating, 11 reviews

Bayfront Beauty: Heated Pool, King size Bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed. Full size kitchen, family room, pool and gorgeous view on the salty bay for nature lovers.

4.95 out of 5 average rating, 19 reviews

7845 Timberwood Cir, Sarasota, FL 34238

Centrally located, short drive to Siesta Key beaches, restaurants, shopping. Large heated pool, Jacuzzi, 2 tennis courts, putting green, grills and club house in the community. Comfortable 2 bdrm/2 bath villa with one car garage, screened in private lanai and washer and dryer inside house. Spacious with vaulted ceilings in living/dining room combo, well equipped kitchen with breakfast nook, 3 TVs and 2 office desks.