Holiday homes in Sarasota You’ll Love (Page 5)

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)

Crescent Arms 105N

Holiday home in Sarasota, Florida , 6310 Midnight Pass Road, 105N

Crescent Arms 105N is located in Sarasota, just a 2-minute walk from Crescent Beach and 1.6 miles from Siesta Key Beach.

Parking
Family rooms
Allergy-free room
Outdoor pool
Swimming pool

Good 13 Reviews 7.9

from $215.37 Show details »

Crystal Sands Beach Elegance

Holiday home in Sarasota, Florida

Crystal Sands Beach Elegance is located in Sarasota, just a few steps from Crescent Beach and 1.6 miles from Siesta Key Beach.

Parking
Swimming pool
Swimming Pool

no reviews

from $68.00 Show details »

Crystal Sands & Seahorses Beach Villa

Holiday home in Siesta Key near Sarasota, Florida

Crystal Sands & Seahorses Beach Villa offers accommodations in Siesta Key, 1.8 miles from Turtle Beach and 11 miles from The John and Mable Ringling M...

Parking
Swimming pool
Swimming Pool

Very good 2 Reviews 8.5

from $352.74 Show details »

Location Siesta 1 mile away Home with HO...

Holiday home in Sarasota, Florida , 1631 Memory Lane

Location Siesta 1 mile away Home with HOT SPA is a recently renovated vacation home in Sarasota where guests can make the most of its indoor pool, gar...

Parking
Pets allowed
Family rooms
Allergy-free room
Indoor pool

Exceptional 11 Reviews 9.7

from $422.89 Show details »

Midnight Cove 6327 #725

Holiday home in Sarasota, Florida , 6327 Midnight Pass Road

Midnight Cove 6327 #725 offers accommodations in Sarasota, 1.6 miles from Siesta Key Beach and 1.7 miles from Turtle Beach.

Outdoor pool
Swimming pool
Swimming Pool

Fabulous 2 Reviews 9.0

from $317.23 Show details »

Midnight Cove II Bldg 7

Holiday home in Sarasota, Florida

Midnight Cove II Bldg 7 is located in Sarasota, just 1.7 miles from Turtle Beach and 11 miles from The John and Mable Ringling Museum of Art.

Parking
Swimming pool
Swimming Pool

Fabulous 1 Reviews 9.0

from $230.82 Show details »

Midnight Cove II by the Docks- First Flo...

Holiday home in Sarasota, Florida

Midnight Cove II by the Docks- First Floor offers accommodations in Sarasota, a 4-minute walk from Crescent Beach and 1.6 miles from Siesta Key Beach.

Parking
Swimming pool
Swimming Pool

no reviews

from $236.87 Show details »

Midnight Cove II - Beach Access, Pool, T...

Holiday home in Siesta Key near Sarasota, Florida , 1400 Cove II Place, Apt 631

Midnight Cove II - Beach Access, Pool, Tennis & More! is located in Siesta Key, just a 5-minute walk from Crescent Beach and 1.6 miles from Siesta Key...

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $88.00 Show details »

Midnight Cove II Bldg 6 2nd Floor Near P...

Holiday home in Sarasota, Florida

Midnight Cove II Bldg 6 2nd Floor Near Pool offers accommodations in Sarasota, 1.7 miles from Turtle Beach and 11 miles from The John and Mable Ringli...

Parking
Swimming Pool

no reviews

from $234.76 Show details »

Midnight Cove II on the Bay

Holiday home in Sarasota, Florida

Midnight Cove II on the Bay is located in Sarasota, just 1.7 miles from Turtle Beach and 11 miles from The John and Mable Ringling Museum of Art.

Parking
Swimming pool
Swimming Pool

no reviews

from $232.25 Show details »

Sandpiper Cottage - 1655

Holiday home in Sarasota, Florida , 1655 Memory Ln

Sandpiper Cottage - 1655 is located in Sarasota, just a 16-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art...

Parking
Swimming pool
Swimming Pool

Fabulous 1 Reviews 9.0

from $83.00 Show details »

Crystal Sands & Dreams

Holiday home in Sarasota, Florida

Crystal Sands & Dreams is located in Sarasota, just 1.7 miles from Turtle Beach and 11 miles from The John and Mable Ringling Museum of Art.

Parking
Swimming pool
Swimming Pool

Very good 1 Reviews 8.0

from $300.52 Show details »

Seas the Day

Holiday home in Sarasota, Florida

Seas the Day is located in Sarasota, just a 17-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

Parking
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $70.00 Show details »

Sunshine Beech House

Holiday home in Sarasota, Florida

Sunshine Beech House is located in Sarasota, just 6.8 miles from Sarasota Opera and 6.8 miles from Marina Jack Restaurant and Marina.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $86.00 Show details »

Heated Pool Home - Perfect Location - Wa...

Holiday home in Sarasota, Florida , Beechwood Avenue

Offering an outdoor swimming pool, Heated Pool Home - Perfect Location - Walk to Beach, Restaurants and More! features accommodations in Sarasota.

Parking
Family rooms
Outdoor pool
Swimming pool
Swimming Pool

Exceptional 2 Reviews 10.0

from $377.58 Show details »

Siesta Dunes Modern First Floor End Unit

Holiday home in Siesta Key near Sarasota, Florida

Siesta Dunes Modern First Floor End Unit is located in Siesta Key, just a few steps from Crescent Beach and 1.3 miles from Siesta Key Beach.

Parking
Swimming pool
Swimming Pool

Very poor 1 Reviews 2.0

from $392.11 Show details »

Sarasota Luxury Estate

Holiday home in Sarasota, Florida , 6438 Hollywood Boulevard

Sarasota Luxury Estate offers accommodations in Sarasota, a 16-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of...

Parking
Family rooms
Outdoor pool
Swimming pool
Swimming Pool

Exceptional 1 Reviews 10.0

from $1.290.67 Show details »

Excelsior Beach to Bay-Bayside

Holiday home in Siesta Key near Sarasota, Florida , 6263 Midnight Pass Rd

Excelsior Beach to Bay-Bayside is located in Siesta Key, just a 4-minute walk from Crescent Beach and 1.3 miles from Siesta Key Beach.

Parking
Swimming pool
Swimming Pool

no reviews

from $75.00 Show details »

Sarasota Home with Pool 4 Mi to Siesta K...

Holiday home in Sarasota, Florida

Sarasota Home with Pool 4 Mi to Siesta Key Beach! is located in Sarasota, just 11 miles from The John and Mable Ringling Museum of Art and 7.9 miles f...

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $51.00 Show details »

Walk To Siesta Beach, Restaurants, Shopp...

Holiday home in Sarasota, Florida , 1641 Redwood Street

Walk To Siesta Beach, Restaurants, Shopping & More! offers accommodations in Sarasota, 6.7 miles from Marina Jack Restaurant and Marina and 7.6 miles ...

Parking
Pets allowed

Okay 12 Reviews 5.9

from $160.74 Show details »

Walk to Beach, Restaurants, Shopping/Hot...

Holiday home in Sarasota, Florida , 1641 Redwood Street

Walk to Beach, Restaurants, Shopping/Hot Tub! is located in Sarasota, just a 16-minute walk from Crescent Beach and 10 miles from The John and Mable R...

Parking
Pets allowed

Good 2 Reviews 7.0

from $328.73 Show details »

Fantastic Island House 1 mile to the bea...

Holiday home in Sarasota, Florida , 1770 Dawn Street

Featuring garden views, Fantastic Island House 1 mile to the beach with heated pool in Sarasota provides accommodations, a garden, and a shared lounge...

Parking
Family rooms
Outdoor pool
Swimming pool
Swimming Pool

Fabulous 21 Reviews 8.6

from $259.88 Show details »

Smooth Sailing

Holiday home in Sarasota, Florida

Smooth Sailing offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.6 miles from Sarasota Opera.

Parking

no reviews

from $74.00 Show details »

Moonmist Circle-Steps to Heated Pool

Holiday home in Siesta Key near Sarasota, Florida

Moonmist Circle-Steps to Heated Pool offers accommodations in Siesta Key, 11 miles from The John and Mable Ringling Museum of Art and 7.7 miles from S...

Parking
Swimming pool
Swimming Pool

no reviews

from $296.95 Show details »

2bed/2bath Condo next to Siesta Key ~A H...

Holiday home in Sarasota, Florida , 1732 Redwood Street

2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodations in Sarasota, a 19-minute walk from Crescent Beach and 10 miles from The John a...

Parking
Pets allowed
Swimming Pool

Superb 43 Reviews 9.2

from $181.03 Show details »

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Holiday homes in Sarasota You’ll Love (Page 5)

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

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