Search Hotels in Longwood Run, Sarasota

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Check prices for these dates

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18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Longwood Run hotels

Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
16.2 km from Longwood Run
9.6 out of 10, Exceptional, (300)
"Great spacious room with updated amenities as well as a great white beach and amazing staff! "
United States
Rebecca
The price is 11.078.768 ₫
13.857.940 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
23.4 km from Longwood Run
9.2 out of 10, Wonderful, (332)
"Fabulous stay! Super clean!"
United States
Sarah
The price is 4.991.489 ₫
6.317.229 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Pelican Post at Anna Maria Island Inn
Beach Front Room, 1 Queen Bed | View from property
Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
2.0 star property
28.6 km from Longwood Run
8.8 out of 10, Excellent, (1000)
"Real nice and comfortable small hotel right on the beach. Will certainly make a return visit in the future."
United States
Andris
The price is 3.670.989 ₫
4.646.003 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Casey Key Resorts - Beachfront
On the beach, white sand, sun-loungers, beach umbrellas
Anna Maria Beach Resort

Anna Maria Beach Resort

Anna Maria Beach Resort
3.5 star property
27.8 km from Longwood Run
9.4 out of 10, Exceptional, (290)
"Beautiful resort, stunning setting, amazing beach access and spotless everywhere. "
United Kingdom
Kimberley
The price is 12.122.187 ₫
15.341.839 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Anna Maria Beach Resort
Beach nearby, white sand
Twin Palms at Siesta

Twin Palms at Siesta

Twin Palms at Siesta
3.0 star property
16.2 km from Longwood Run
9.6 out of 10, Exceptional, (577)
"Easy to deal with, we only stayed a night but will be back to the area. Nice little place as we would stay here again. "
United States
Cody
Twin Palms at Siesta
Living area
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
3.5 star property
28.1 km from Longwood Run
8.6 out of 10, Excellent, (640)
"Awesome views, friendly staff, clean room"
United States
Ashley
The price is 6.840.188 ₫
8.656.941 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Bali Hai Beachfront Resort and Spa
Beach nearby, white sand, beach towels
Siesta Key Beachside Villas

Siesta Key Beachside Villas

Siesta Key Beachside Villas
2.5 star property
15.1 km from Longwood Run
8.8 out of 10, Excellent, (898)
"It checks all the boxes for a beach stay. Great property. One of a shrinking number of Old Sarasota locations that don’t feel like they were built last week from materials found in the “contractor’s specials” section at Home Depot. Would absolutely stay again!"
United States
Martin
Siesta Key Beachside Villas
Aerial view
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn
2.0 star property
24.6 km from Longwood Run
9.4 out of 10, Exceptional, (36)
"Beautiful room and right next to the beach within walking distance of a lot of local eateries! "
United States
Kameron
The price is 6.047.889 ₫
7.654.209 ₫ total
includes taxes & fees
19 Dec - 20 Dec
The Retreat at Anna Maria Island Inn
Outdoor pool
Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn
3.5 star property
23.2 km from Longwood Run
9.4 out of 10, Exceptional, (22)
"Clean and convenient location "
United States
Yanet
The price is 4.492.332 ₫
5.685.653 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Captain's Quarters at Anna Maria Island Inn
Beachfront Luxury King Suite | Terrace/patio
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn
2.5 star property
24.6 km from Longwood Run
9.6 out of 10, Exceptional, (52)
"Great staff and beautiful location with updated rooms. Easiest access to beach on the island. "
United States
Andrew
The price is 14.237.672 ₫
18.019.197 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Seaside at Anna Maria Island Inn
Exterior
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages
3.0 star property
25.1 km from Longwood Run
9.2 out of 10, Wonderful, (487)
"The room was acceptable, the staff was more than accomodating, and the amenities fair."
United States
Michael
The price is 8.285.971 ₫
10.861.251 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Cedar Cove Resort and Cottages
Egyptian cotton sheets, premium bedding, in-room safe
Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
4.0 star property
27 km from Longwood Run
9.6 out of 10, Exceptional, (85)
"Perfect location , villas are great well equipped and very clean, walkable distance to the beach."
United States
Orleys
The price is 11.822.619 ₫
13.359.559 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Waterline Villas & Marina, Autograph Collection
3 outdoor pools, open 9:00 AM to 9:00 PM, pool cabanas (surcharge)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel
4.0 star property
8.2 km from Longwood Run
8.2 out of 10, Very good, (518)
"Really nice stylish hotel, enjoyed it "
United States
Nataliia
The price is 4.901.516 ₫
6.275.981 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Sarasota Modern, a Tribute Portfolio Hotel
Private beach nearby, white sand, sun-loungers, beach umbrellas
The Capri at Siesta

The Capri at Siesta

The Capri at Siesta
3.0 star property
16.2 km from Longwood Run
9.6 out of 10, Exceptional, (711)
"The room was great, and it was only a 2 minute walk to the beach."
United States
Shane
The Capri at Siesta
Lobby sitting area
Tropical Breeze Resort

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
14.9 km from Longwood Run
9.0 out of 10, Wonderful, (1008)
"Great stay, walking distance to the beach and restaurants! "
United States
Joseph
The price is 4.463.289 ₫
5.648.740 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tropical Breeze Resort
Front of property – evening/night
Captiva Beach Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
16.2 km from Longwood Run
9.0 out of 10, Wonderful, (1174)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort
Outdoor pool, pool umbrellas, pool loungers
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
23.5 km from Longwood Run
9.4 out of 10, Exceptional, (766)
"Great stay!"
United States
Sufyan
The price is 6.730.204 ₫
7.605.131 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Bridgewalk Resort
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
16.1 km from Longwood Run
9.4 out of 10, Exceptional, (5156)
"Great place, easy beach access and property was beautiful. "
United States
Maria
The price is 3.334.821 ₫
4.363.573 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tropical Beach Resorts
Deluxe Suite, 2 Bedrooms | Living area | TV
SeaSpray Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
15 km from Longwood Run
9.4 out of 10, Exceptional, (79)
"Perfect location, helpful staff, awesome place! "
United States
Mark Gregory
The price is 8.136.279 ₫
9.193.995 ₫ total
includes taxes & fees
22 Dec - 23 Dec
SeaSpray Resort
Outdoor pool, open 9 AM to 9 PM, pool loungers
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
2.5 star property
15.1 km from Longwood Run
9.0 out of 10, Wonderful, (1031)
"Great resort in a great area!"
United States
Tammy
Siesta Key Beach Resort and Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Longwood Run

Find the best Longwood Run areas for the activities you enjoy most.

South Sarasota

While visiting South Sarasota, you might make a stop by sights like The Landings and Coconuts Family Entertainment Center.

Central Sarasota

Gardens, art galleries and theatres highlight some of the noteworthy features of Central Sarasota. Make a stop by Sarasota Opera House or Marina Jack while you're exploring the neighbourhood.

Sarasota showing a beach as well as children
Photo by VISTFLORIDA.com
Open Photo by VISTFLORIDA.com

Downtown Sarasota

While visiting Downtown Sarasota, you might make a stop by sights like Sarasota Opera House and Regal Hollywood - Sarasota.

Palmer Ranch

While there might not be top attractions in Palmer Ranch, you can explore the larger area and discover places like Stoneybrook Golf & Country Club and Sarasota Square.

Southgate

While there might not be top attractions in Southgate, you can explore the larger area and discover places like Lido Beach and Siesta Key Beach.

Top Longwood Run Hotel Reviews

SeaSpray Resort

SeaSpray Resort

10/10 Excellent
"Very nice room. Location excellent "
Larry 4-night trip
Posted 2 days ago
SeaSpray Resort

Frequently asked questions

What's it like in Longwood Run?
Travellers will be sure to find plenty to entertain them in Sarasota's Longwood Run neighbourhood.
If I need to cancel my hotel reservation in Longwood Run, will I receive a refund?
Yes! Most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the best deals available in Longwood Run.
What can I see and do in this Sarasota neighbourhood?
University Park Country Club, Mall at University Town Center and Nathan Benderson Park are just a few of the places to visit in and around Longwood Run. While you're out sightseeing in Sarasota, make sure that you visit other sights such as Rolling Green Golf Club or Northeast Plaza Shopping Center.