Holiday houses in Sarasota Bay

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Top-rated holiday rentals in Sarasota Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Bungalow in Sarasota

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.

LocationFamilyCleanliness

5.0 out of 5 average rating, 11 reviews

Superhost

Cottage in Sarasota

Zen Cottage in Museum District Walk to Bay Sunsets

Escape to a serene oasis West of the Trail, The Bromeliads, where salty breezes and tropical gardens welcome you. The 1BR/1BA cottage has modern amenities, ample living space, a king bed with hotel linen, and high-speed Wi-Fi. Relax on the front porch or back patio, surrounded by birdsong and swaying palms. Dine al fresco with the gas grill and lush garden as your backdrop. Stroll to the Bay or explore nearby museums, theaters, fine dining and shopping. You will be minutes from Sarasota’s best!

ValueLocationAir conditioning

4.85 out of 5 average rating, 80 reviews

Guest favourite

Home in Sarasota

Private Sarasota Oasis with Fenced Yard & Gazebo

Welcome to your beach escape! Perfect for families & remote work! 10 mins to Lido Key Beach 18 mins to Siesta Key 15 mins to UTC Mall 8 mins to Downtown 1 min to Ringling College of Art & Design Mins to dining, coffee, grocery stores You’ll find everything you need for a stress-free stay- including a high chair, crib, toddler bed, beach gear, yoga mat, beach towels & umbrella, washer & dryer, fully equipped & stocked kitchen, high-speed WiFi, Smart TV, home office, & free onsite parking.

FamilyLocationCleanliness

5.0 out of 5 average rating, 41 reviews

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

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.

ValueFamilyAmenities

4.97 out of 5 average rating, 178 reviews

Top Guest favourite

A bright living space is showcased with wooden paneling and a ceiling fan. A cozy bed is adorned with a yellow blanket, while a colorful area rug adds warmth. A seating area with a couch and a workspace are visible, alongside a flat-screen TV and kitchenette.

Guest suite in Sarasota

The Sapphire Suite

Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living area complete with all necessities such as wifi, an outdoor patio and your own free parking. The suite is located MINUTES away from all of Sarasota's famous hotspots! It is down the street from Jungle Gardens. A 10minute walk to The Ringling Museum. 10minute drive to Downtown, 15 minute drive to both Siesta Key and St. Armand's Circle. It could not be located more ideally!

ValueFamilyLaundry

4.98 out of 5 average rating, 284 reviews

Top Guest favourite

Home in Arlington Park

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

BRAND NEW home centrally located in the highly sought-after neighborhood of Arlington Park 2 miles to downtown. Coastal Luxe is a 2 story single family home with an open floor plan with bright, warm and inviting areas for gathering, entertaining, & relaxation. Every room in the house thoughtfully designed for your comfort & enjoyment. Perfect for your large group of friends & family!. Pool & Spa, Outdoor kitchen equipped with gas grill & smoker Enjoy your own mini golf experience with 4 holes

ValueLocationOutdoor spaces

4.98 out of 5 average rating, 50 reviews

Guest favourite

The exterior of the bungalow showcases a single-story structure with a welcoming entrance. The driveway extends alongside a lush green lawn, while tropical landscaping, including palm trees and bushes, frames the home, creating a relaxed and inviting atmosphere.

Bungalow in Sarasota

Cheerful 3BR Home•Walk Downtown•Close to Lido Key

Relax Near the Bay-Ideal for Families & Professionals Welcome to Bayview Bungalow-your stylish Sarasota retreat just steps from the bay! This 3-BR, 2-bath home is perfect for families and professionals. Enjoy: •A fully stocked kitchen •Free driveway parking •Fenced yard with BBQ •Beach gear & supplies included Walk across the street to Bay Park, grab coffee at a nearby café, or catch a show at Van Wezel Performing Arts Center. Minutes from Lido Key, St. Armands, and downtown hotspots.

ValueLocationLayout

4.93 out of 5 average rating, 123 reviews

Top Guest favourite

Home in Sarasota

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

FamilyLocationCheckout

4.95 out of 5 average rating, 198 reviews

Guest favourite

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Arlington Park

Private Heated Pool Retreat for Two Families

🌴 Welcome to your private Sarasota escape - designed for easy, extended stays, where two families can relax together around a private heated pool. With generous living spaces and thoughtful touches throughout, the home balances comfort and connection. Located minutes from Siesta Key, Lido Beach, and downtown Sarasota, and within walking distance of a park with playground, public pool, courts, fitness areas, and scenic trails. Relaxed, comfortable, and ideal for memorable family getaways.

ValueFamilyAccuracy

4.95 out of 5 average rating, 64 reviews

Top Guest favourite

Apartment in Sarasota

Tranquil Destination Near Beaches & Downtown SRQ

Situated in the Historic Cocoanut District, this neighborhood is diverse with an exciting vibe. Downtown Sarasota is walking distance away with the famous Ringling Museum of Art a short drive. The Coconut Places is one block from the beautiful Sarasota Bay. Coconut Hut is one of 4 suites that share a peaceful and serene courtyard. Perfect for working from, enjoying an outdoor meal, sitting around the fire pit, lounging in the sun or mingling with other guests.

ValueFamilyCheckout

4.99 out of 5 average rating, 87 reviews

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

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!

LocationFamilyCondition

4.95 out of 5 average rating, 118 reviews

Superhost

Condo in Sarasota

Rosemary District Flat in Downtown Sarasota 2

Experience Sarasota like a local at Canvas RADD. Just minutes from downtown Sarasota, the Rosemary Art & Design District is a vibrant, up-and-coming neighborhood known for its creative energy. Once industrial, it now thrives with galleries, studios, murals, and an expanding mix of restaurants, cafés, and breweries. Walkable and central, it offers easy access to the bayfront and Sarasota’s beaches, all infused with creative energy.

LocationIndoor spacesCleanliness

5.0 out of 5 average rating, 3 reviews