
Vacation rentals in Sarasota Bay
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Top-rated vacation rentals in Sarasota Bay
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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!

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.

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.

Free Prkn, Self Chkn, 2TV's W/D Elevator-4fl Airpt
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 .

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.

Serenity Lake
Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

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.

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

Siesta Key Paradise - Golf Cart Included
Unwind at this remodeled 3-bedroom, 3.5-bath retreat. Step through the tropical courtyard and into a bright, inviting home featuring a spacious living room, and fully equipped kitchen with a bar. Enjoy two screened porches with outdoor seating, fire up the grill, or take a dip in the private pool. The bedrooms are designed for comfort with two king beds and one queen. With everything you need for cooking and relaxing, this home is the perfect setting for your next getaway.

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.

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!

Waterside Retreat: Modern 2BR, Mins to Beach & Apt
Located on historic Whitaker Bayou, a small inlet off Sarasota Bay, this is a prime water front and spacious unit designed in the Modern Style. Property is located just a few minutes from Main Street, many Bayfront parks, World class beaches, arts centers and Sarasota-Bradenton International Airport. Interior furnishings curated from top designer brands (DWR, Bludot, Casper).
Popular amenities for Sarasota Bay vacation rentals
Other great vacation rentals in Sarasota Bay

Rosemary District Flat in Downtown Sarasota 2

The Oxford Loft

Zen Cottage in Museum District Walk to Bay Sunsets

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

Sun Coast Oasis-Heated Pool-Pool Table-Arcade

Beautiful Florida Bungalow: 26-VR-000046

Lautus Villa

Serenity Springs | Heated Pool+Waterfall+Roof Deck
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