Holiday houses in Downtown, Sarasota

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Popular amenities for Downtown, Sarasota holiday rentals

Stay near Downtown, Sarasota's top sights

Marie Selby Botanical Gardens433 locals recommend
Owens Fish Camp260 locals recommend
marina jacks257 locals recommend
Downtown Sarasota138 locals recommend
Oleary's Tiki Bar & Grill171 locals recommend
Van Wezel Performing Arts Hall154 locals recommend

Other great holiday rentals in Downtown, Sarasota

Guest favourite
Home in Nokomis
4.93 out of 5 average rating, 27 reviews

Vacation, Sunny house 2 Mil beach .Pets welcome

CheyenneRating, 5 stars3 weeks ago
Wojciech was a great host - let us drop groceries off and check in early! The house was a 10 min drive to everything we had planned. We appreciated all of the beach amenities!
Top Guest favourite
Campervan/RV in Sarasota
4.99 out of 5 average rating, 83 reviews

HOME HOME ON THE RANCH. SARASOTA FL.

CarlRating, 5 stars2 weeks ago
this was a great location.
Top Guest favourite
Cottage in Anna Maria
4.92 out of 5 average rating, 169 reviews

Blue Heron Cottage - Anna Maria Island

ShonaRating, 5 stars2 weeks ago
Loved the location near Bean Point beach. The beach up there is beautiful. We just had to pull the cart to the top of Fern Street, a very short walk, and the Beach access was there. We used the outdoor space, the electric BBQ and being able to do our laundry was a bonus. We enjoyed several Restaurants and the Bridge Street Pier and shops. We even did a dolphin boat trip from Bridge Street Pier which was good. The accommodation was spacious and very well equipped. A short walk to the free trolley which goes up and down the island and the app shows live trolley times. We had a great stay.
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 110 reviews

Sunny Sarasota Vacation Home - VR2400236

SharonRating, 5 stars1 month ago
Our stay was great. The home was extremely clean and decorated well. There was plenty of room for us and location was perfect. This was one of the best places we have stayed. You can tell Daryl and Tina take great pride in their home. Highly recommend this place.
Guest favourite
Home in Bradenton
5 out of 5 average rating, 6 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

MichaelRating, 5 stars2 weeks ago
Beautiful home, very clean, and very nicely decorated with all the modern amenities. The neighbourhood was great too, close to shopping and restaurants. The host was really welcoming and responsive. Overall super happy with our stay! Thank you!
Superhost
Guesthouse in Bradenton
4.72 out of 5 average rating, 58 reviews

Roxy’s Village 1

RobertRating, 5 stars3 weeks ago
March 16-20, 2025 My friend and I went to Bradenton for a spring training baseball trip and stayed at Roxy's Place. It was great! Alex and Roxy were great in responding ahead of time and after we arrived. They even left us a nice bottle of wine! Thanks for having us! I would highly recommend!
Guest favourite
Home in Sarasota
4.89 out of 5 average rating, 9 reviews

Luxe 3BR Siesta Key Home Pool, Hot Tub, Near Beach

GregRating, 5 stars2 months ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Perfect Getaway! Our stay at this Siesta Key home was nothing short of amazing! The house is beautifully designed with comfort and convenience in mind, making it the perfect retreat. Every detail was thoughtfully considered, from the fully equipped kitchen to the cozy and well-appointed bedrooms. We especially appreciated the car charger, bicycles, Webber Grill, Pac Man Arcade Machine, extremely comfortable beds and washlet bidet in the Master Bath. The outdoor space was a dream—private, serene, and perfect for relaxing by the pool or unwinding in the hot tub. The location was fantastic, just a short walk to stunning beaches and great entertainment and dining in the Village. The hosts went above and beyond to ensure a seamless stay. Alex, who handles thier maintenance and trouble shooting, was very friendly, helpful and competent. If you’re looking for a luxurious and relaxing escape, this is the place to be. We can’t wait to return! We highly recommend this
Guest favourite
Home in Bradenton
4.87 out of 5 average rating, 150 reviews

Tropical and Tranquil Bradenton Hideaway

JillianRating, 5 stars2 weeks ago
The perfect accommodation for a stay in Bradenton. Philip was very responsive and interested in making sure we were very comfortable. Would not hesitate to return.

Quick stats about holiday rentals in Downtown, Sarasota

  • Total rentals

    110 properties

  • Nightly prices starting at

    $16 AUD before taxes and fees

  • Total number of reviews

    6.6K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    20 properties have a pool

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