Holiday homes in Sarasota You’ll Love (Page 3)

Top-Rated Sarasota Holiday homes for Every Budget and Style!

Looking for a holiday home in Sarasota (Florida)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Sarasota.

We found 700 Holiday-homes in Sarasota and the surrounding area (within 20 miles)

Siesta Sands Beach Resort Gulf View

Holiday home in Sarasota, Florida

Siesta Sands Beach Resort Gulf View is located in Sarasota, just a 2-minute walk from Crescent Beach and 1.2 miles from Turtle Beach.

Parking
Swimming pool
Swimming Pool

Exceptional 6 Reviews 9.6

from $393.00 Show details »

Siesta Sands Beach Resort 4th Floor with...

Holiday home in Sarasota, Florida

Siesta Sands Beach Resort 4th Floor with Elevator is located in Sarasota, just a 2-minute walk from Crescent Beach and 1.2 miles from Turtle Beach.

Parking
Swimming pool
Swimming Pool

Exceptional 4 Reviews 9.7

from $394.63 Show details »

Fiddle Fig Cottage

Holiday home in Siesta Key near Sarasota, Florida , 1105 Point of Rocks Rd.

Fiddle Fig Cottage is located in Siesta Key, just a 3-minute walk from Crescent Beach and 1.1 miles from Turtle Beach.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Good 3 Reviews 7.3

from $63.00 Show details »

Wild Coffee

Holiday home in Siesta Key near Sarasota, Florida , 1105 Point of Rocks Rd

Wild Coffee is located in Siesta Key, just 1.1 miles from Turtle Beach and 11 miles from The John and Mable Ringling Museum of Art.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Exceptional 3 Reviews 9.7

from $83.00 Show details »

Wild Lime Cottage

Holiday home in Siesta Key near Sarasota, Florida , 1105 Point Of Rocks Rd

Wild Lime Cottage is located in Siesta Key, just 1.1 miles from Turtle Beach and 11 miles from The John and Mable Ringling Museum of Art.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $84.00 Show details »

Beach Club Modern Condo C Building

Holiday home in Sarasota, Florida

Beach Club Modern Condo C Building is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7.5 miles from Sarasota Op...

Parking
Swimming pool
Swimming Pool

Fabulous 4 Reviews 8.8

from $409.10 Show details »

Vista Hermosa 3rd Floor - Elevator

Holiday home in Sarasota, Florida

Vista Hermosa 3rd Floor - Elevator offers accommodations in Sarasota, a 5-minute walk from Crescent Beach and 1.1 miles from Turtle Beach.

Parking
Swimming pool
Swimming Pool

no reviews

from $248.65 Show details »

Beach Club Cute Cottage in C Bldg

Holiday home in Sarasota, Florida

Beach Club Cute Cottage in C Bldg offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.5 miles from Saraso...

Parking
Swimming pool
Swimming Pool

Good 2 Reviews 7.0

from $409.04 Show details »

Vista Hermosa Steps to the Heated Pool

Holiday home in Sarasota, Florida

Vista Hermosa Steps to the Heated Pool offers accommodations in Sarasota, a 6-minute walk from Crescent Beach and 1.1 miles from Turtle Beach.

Parking
Swimming pool
Swimming Pool

no reviews

from $256.81 Show details »

New Listing! 6732 Sarasea Cir

Holiday home in Siesta Key near Sarasota, Florida , 6732 Sarasea Cir Unit #202C

New Listing! 6732 Sarasea Cir is located in Siesta Key, just a 2-minute walk from Crescent Beach and 1.3 miles from Turtle Beach.

Parking
Outdoor pool
Swimming pool
Swimming Pool

Fabulous 3 Reviews 9.0

from $274.52 Show details »

New Listing! Pool Jacuzzi, 3-min to Beac...

Holiday home in Siesta Key near Sarasota, Florida , 1020 Sun and Sea Dr #206B, Siesta Key, FL 34242

New Listing!

Parking
Outdoor pool
Swimming pool
Swimming Pool

Fabulous 11 Reviews 9.0

from $277.21 Show details »

Beach Club at Siesta Key Poolside D

Holiday home in Point ORocks near Sarasota, Florida

Beach Club at Siesta Key Poolside D offers accommodations in Point ORocks, 11 miles from The John and Mable Ringling Museum of Art and 7.4 miles from ...

Parking
Swimming pool
Swimming Pool

Very good 1 Reviews 8.0

from $333.88 Show details »

Updated Condo with Pool, Walk to Crescen...

Holiday home in Sarasota, Florida , 116 Vista Hermosa Circle 206c

Updated Condo with Pool, Walk to Crescent Beach & Restaurants! is a recently renovated vacation home in Sarasota, near Crescent Beach.

Parking
Outdoor pool
Swimming pool
Swimming Pool

Superb 35 Reviews 9.1

from $187.26 Show details »

2 bed 2 bath centrally located on Siesta...

Holiday home in Sarasota, Florida , 116 Vista Hermosa Circle 306C

2 bed 2 bath centrally located on Siesta Key is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7.6 miles from S...

Parking
Outdoor pool
Swimming pool
Swimming Pool

Exceptional 27 Reviews 9.6

from $325.51 Show details »

Pineapple Cove Walk to Beach

Holiday home in Sarasota, Florida

Pineapple Cove Walk to Beach offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.4 miles from Sarasota Op...

Parking

Exceptional 1 Reviews 10.0

from $279.94 Show details »

Siesta Key Condo Heated Pool Newly Renov...

Holiday home in Sarasota, Florida , 6703 Midnight Pass Road 205, Building A

Just a 4-minute walk from Crescent Beach and 1.2 miles from Turtle Beach, Siesta Key Condo Heated Pool Newly Renovated features accommodations in Sara...

Spa and wellness centre

no reviews

from $55.00 Show details »

Charming Sea Winds Villa Near Crescent B...

Holiday home in Siesta Key near Sarasota, Florida , 6703 Midnight Pass Road

Charming Sea Winds Villa Near Crescent Beach on Siesta Key is located in Siesta Key, just a 5-minute walk from Crescent Beach and 1.3 miles from Turtl...

Parking
Outdoor pool
Swimming Pool

Exceptional 2 Reviews 10.0

from $167.41 Show details »

Siesta Key Sea Winds Condo

Holiday home in Siesta Key near Sarasota, Florida , 6703 Midnight Pass #212

Siesta Key Sea Winds Condo offers accommodations in Siesta Key, 11 miles from The John and Mable Ringling Museum of Art and 7.5 miles from Sarasota Op...

Parking

no reviews

from $57.00 Show details »

Sea Winds on Siesta

Holiday home in Siesta Key near Sarasota, Florida , 6703 Midnight Pass Road

Sea Winds on Siesta offers accommodations in Siesta Key, a 6-minute walk from Crescent Beach and 1.3 miles from Turtle Beach.

Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $341.92 Show details »

Modern Home With Heated Pool & Fence by...

Holiday home in Sarasota, Florida , 7476 Cass Circle

Modern Home With Heated Pool & Fence by Siesta Key Beach! is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7.4...

Parking
Pets allowed
Family rooms
Outdoor pool
Swimming pool

Exceptional 2 Reviews 9.5

from $558.00 Show details »

Sunny Sarasota Home with Pool Near Siest...

Holiday home in Sarasota, Florida

Sunny Sarasota Home with Pool Near Siesta Key Beach! is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7.4 mile...