Holiday rentals in Sarasota Bay

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Top-rated holiday rentals in Sarasota Bay

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Top guest favourite
A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.
Flat in Sarasota
4.97 out of 5 average rating, 241 reviews

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

Top guest favourite
Flat in Sarasota
4.97 out of 5 average rating, 34 reviews

Hidden Gem in Downtown Sarasota

An oasis in the heart of Sarasota, located in Golden Gate Point within walking distance to downtown Sarasota! Beautifully redesigned interior, mid-century modern exterior. This luxurious space is in a quiet, peaceful setting on a peninsula surrounded by water. You will experience Florida vibes throughout every room of this spacious 2 bedroom condo. Close to the beaches, Bayfront Park, restaurants, bars, shopping, Bird Key Park, & St. Armands Circle. This tropical paradise is the perfect getaway!

Top guest favourite
Flat in Sarasota
5.0 out of 5 average rating, 9 reviews

Experience serene and luxury waterfront living.

Welcome to our luxurious 1-bedroom, 1.5-bathroom condo, located on the water at The Strand. The apartment offer a beautiful view on the water to enjoy beautiful sunset. This is perfectly situated in a secure, tranquil community just minutes from Sarasota’s top attractions. Enjoy free parking and access to exclusive amenities, including a pool, gym, hot tub, and a kayak launch ramp. Close from Main Street, St. Armand's Circle, the Sarasota Opera, Marie Selby Gardens, Lido Beach, Ringling Museum.

Guest favourite
A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.
Flat in Sarasota
4.97 out of 5 average rating, 170 reviews

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

Beach ready Apt!! Perfect for work trips! Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

Top guest favourite
A private heated pool is enclosed by a screened lanai, surrounded by lush tropical plants. Soft purple lights create a relaxed ambiance. Comfortable seating and dining areas are positioned nearby, inviting leisurely moments by the water.
Home in Sarasota
4.97 out of 5 average rating, 178 reviews

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.

Top guest favourite
Home in Sarasota
4.95 out of 5 average rating, 195 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Top guest favourite
Home in Sarasota
5.0 out of 5 average rating, 6 reviews

Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool

Welcome to Sapphire Shores Muse, a stylish, fully-furnished retreat perfect for 30+ day stays. Located minutes from Siesta Key and downtown Sarasota, this upscale home offers a private pool, shaded lounge, and outdoor dining—ideal for unwinding after work. Inside, enjoy a chef’s kitchen, smart TVs, fast Wi-Fi, and serene bedrooms with luxe linens. Perfect for corporate stays, traveling nurses, snowbirds, local renovations and relocations. Experience Sarasota in comfort and style—book now!

Top guest favourite
A serene outdoor pool area is surrounded by lush greenery and mature plantings. Several lounge chairs with side tables are positioned around the curved, heated pool, offering ample space for relaxation. A screening encloses the area, ensuring privacy and comfort.
Home in Sarasota
4.94 out of 5 average rating, 80 reviews

The Happy House - Seeing is Believing!

Our 3 bedroom/3 bath home, features a large kitchen, beautiful, contemporary look in the furniture & décor, as well as a screened lanai for dining & lounging. There's a private backyard with lots of sun, a pool, & mature, luscious plantings. The open-floor plan includes kitchen, living, dining, office area, laundry room, sitting area off the kitchen, 2 TVs, Internet, & WiFi. Bed linens & towels provided. Towels, folding chairs, umbrella, coolers, & other beach/pool supplies on-site also.

Guest favourite
Home in Sarasota
5.0 out of 5 average rating, 7 reviews

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

Top guest favourite
Flat in Sarasota
5.0 out of 5 average rating, 41 reviews

Sarasota Bliss 2/2 Near Lido, Downtown, SRQ

Welcome to We Are Blissful Spacious 2/2 apartment just 3 blocks from the Ringling Museum, near Sarasota Airport, and minutes to Lido Beach, Siesta Key, and downtown Sarasota. Eclectically styled for comfort, it offers a full kitchen, open living area, and smart TVs for easy streaming. Rest well on memory-foam beds with organic linens, then enjoy the peaceful forest backdrop. Perfect for families, couples, or professionals visiting Sarasota.

Top guest favourite
The exterior of a charming adobe-style home is highlighted, featuring a light blue facade and a decorative entrance. A pathway leads to the door, bordered by colorful plantings and a white picket fence. Tropical plants add to the serene ambiance of the front garden.
Home in Sarasota
4.95 out of 5 average rating, 116 reviews

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 with a serene garden filled with plants and trees native to Florida. You will be 1 mile from Main St. and 4 miles to Lido Key. One block over you will find a fun filled park with tennis and pickle ball courts, a walking path and basketball courts. Less than a mile away is Bayfront Park which is perfect for watching sunsets!

Guest favourite
Home in Saint Armands
5.0 out of 5 average rating, 9 reviews

Luxe Oasis In St. Armands Circle with Private Pool

🦩 Exclusive Amenities Include: • Private Heated Pool • Walk to St. Armands Circle • Near Lido Key Beach • Entire 4-bedroom, 3-bathroom house. • 1 King Bed, 3 Queen Beds • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry & Home Essentials Included - Shampoo, Face Soap, and much more • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill & Fire Table

Popular amenities for Sarasota Bay holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Sarasota Bay