• 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
From $65 / night

This is a cozy fully furnished condo of 553 sq. ft. that is equipped with colorful taste. It will be perfect to enjoy your stay in Sarasota! ** THE MEADOWS GOLF: Please note, golf course is not currently open to tenants ** Just renovated, it offers 1 bedroom, 1 bathroom, a patio, a fully equipped kitchen and a comfortable living room with a beautiful view of the surrounding vegetation, the pond, and…

  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • No pets
From $140 / night

This fully furnished waterfront condo is located on the fifth floor of “The Strand” and spans over 1359 sq ft, with a generous 149 sq ft patio overlooking a beautiful pool. This gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch. Please note that pool temperature may vary depending on outdoor conditions, and during colder weather, it may not always reach the desired…

  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
From $65 / night

This is a charming condo of 553 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your stay in Sarasota. Just renovated, it offers 1 bedroom, 1 bathroom, a patio, equipped kitchen and cozy living room with a beautiful view on the pond and putting green. ** THE MEADOWS GOLF: Please note, golf course is not currently open to tenants ** Enter the condo (ground floor…

  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
From $60 / night

This is a refined and luminous condo of 428 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your stay in Sarasota. Just renovated, it offers 1 bedroom, 1 bathroom, a terrace, equipped open-plan kitchen and charming living room. ** THE MEADOWS GOLF: Please note, golf course is not currently open to tenants. ** ★Living Area: Enter the condo directly in the very luminous living room…

  • 1 Bedroom
  • 1.5 Bathrooms
  • Sleeps 4
  • Pets allowed
From $140 / night

As the highest floor in the building, Unit 521 offers some of the most breathtaking, unobstructed water views at The Strand. Step out onto your large private terrace and soak in sweeping vistas of Whitaker Bayou and the bay — including those legendary Florida sunsets that will leave you speechless every single evening. The Space 896 sq. ft. of elegantly designed living space featuring high-end furniture and a crisp, airy palette of…

  • 1 Bedroom
  • 1.5 Bathrooms
  • Sleeps 4
  • Pets allowed
From $125 / night

This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" building A and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou. This gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch. We have taken great care to ensure that you have everything you need to feel at home…

  • 1 Bedroom
  • 1.5 Bathrooms
  • Sleeps 4
  • Pets allowed
From $125 / night

This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou. This gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch. We have taken great care to ensure that you have everything you need to feel at home during your…

  • 3 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 5
  • No pets
From $125 / night

Welcome to your home away from home! This comfortable 1,652 sq ft townhouse offers 3 bedrooms, 2.5 bathrooms, bright living spaces, and all the conveniences you need for a relaxing Sarasota getaway. Please note: This home requires an HOA application submitted 7- 14 days before check-in. HOA fee: $150 per adult or per married couple (not included in the rental fee – subject to change). ★ Living Area Step inside and unwind…

  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
From $60 / night

This is a charming and luminous condo of 428 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your stay in Sarasota. Just renovated, it offers 1 bedroom, 1 bathroom, a terrace, equipped kitchen and cozy living room with a ** golf course view ** ** THE MEADOWS GOLF: Please note, golf course is not currently open to tenants ** ★Living Area: Enter the condo directly…

  • 2 Bedrooms
  • 1.5 Bathrooms
  • Sleeps 4
  • Pets allowed
From $140 / night

Step out onto your private terrace on the third floor and take in sweeping views of Whitaker Bayou and the bay — the perfect backdrop for your morning coffee or a Florida sunset. The Space 958 sq. ft. of thoughtfully designed living space, recently refreshed with new Crate & Barrel furniture. The layout includes 1 bedroom, 1 den (a private room without a window, ideal as a second bedroom), 1.5 bathrooms, a…

  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
From $60 / night

Are you ready to enjoy this fully updated and renovated condo in the highly sought-after community of The Meadows in Sarasota?! It offers warmth and style, with its well-equipped and fully furnished 1 bedroom, 1 bathroom 428 sqft space. ** THE MEADOWS GOLF: Please note, golf course is not currently open to tenants ** ★Living Area: As you enter the main room, you will feel welcomed by the luminous living room with…

  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • No pets
From $250 / night

Longboat Key is perfect for a dream vacation on an island! This condo offers a stunning 180-degree view of Sarasota Bay. Nestled on Dream Island Rd, this beautiful 1,293 sq ft condo features 2 bedrooms and 2 bathrooms and is conveniently positioned on the 2nd floor with elevator access. Within the tranquil Harbor Villa Club community, residents can enjoy numerous amenities including a large heated communal pool overlooking the water, a spa,…

  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 18
  • No pets
From $595 / night

This spacious and beautiful house on the canal with a heated saltwater pool is 3,824 sq ft with 4 bedrooms and 4.5 bathrooms. Boat dock with lift available upon request. Located on Primrose Path on the famous Siesta Key, it's a 13 min walk away to the beach with its white sand and clear waters! All new furniture and furnishings, inside and outside, including all new Sealy mattresses! **Pictures are still pending…

  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
  • No pets
From $130 / night

OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute drive to the gorgeous beach! This delightful beach house is 1,404 sq ft with 2 bedrooms, 2 bathrooms, a large deck and outdoor area with a fire pit. The main living area is on the 2nd floor, which you can access by wooden stairs from the front and back of the house. ★Living Area: Walk up the stairs and you will feel right at…

5.0
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
  • No pets
From $250 / night

** Hurricane Update - The pool is now open! The community/ social room is unavailable at this time and is still undergoing renovations** This fabulous penthouse with 3 beds/2baths of 2714 sq ft is located in the Lido Surf and Sand on Lido Beach! It features amazing views: the beach and over toward St. Armands, Longboat Key, East looking toward Bird Key, downtown, the mangroves, and also South toward the preserve area…

  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • No pets
From $99 / night

Agreeable villa with lanai in the Village des Pins Community (with an outdoor pool!), only at a 15 min drive from the #1 beach in USA: Siesta Key. This is a nicely furnished 1,353 sqft with 2 bedrooms & 2 bathrooms with a garage. You will find a small table and 2 chairs as you enter the villa as a small relaxing outdoor area. ★Living Area: As you enter the villa, you…

  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
  • Pets allowed
From $150 / night

Discover the charm of old Florida living in this spacious and fully furnished 3-bedroom, 2-bathroom vacation home. With 1388 sq. ft. of living space, a private pool, and a location in a quiet residential area close to downtown, this home offers a unique blend of comfort and convenience. ★Living Area: Step into the welcoming living room, adorned with beach decor and equipped with comfortable seating, a smart TV, and a collection of…

  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
  • No pets
From $250 / night

Welcome to your beachfront getaway at St. Armands Towers (North) on Lido Key! This spacious 2-bed, 2-bath condo is spread over 1448 sq ft on the 3rd floor. Enjoy the views and the convenience of being within walking distance to St. Armands Circle. Community amenities include an exercise room, party room with a full kitchen, and a heated pool. Cleaning fee of $500 includes a mid-stay clean. We have taken great care…