Longwood Run Travel Guide
Sarasota
Visit Longwood Run
Things to do
Lido Key: Self-Guided Paddleboard Rental
฿1,429
per adult
100% of travellers recommend
Anna Maria Island: The Island Kayak Tour
฿2,170
per adult
100% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
฿2,170
per adult
86% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
฿1,970
per adult
96% of travellers recommend
Anna Maria Island & Bradenton Beach Parasailing Tour
฿3,639
per adult
100% of travellers recommend
Siesta Key Electric Bike Sunset Tour
฿2,385
per adult
96% of travellers recommend
Top hotels in Longwood Run
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
The price is ฿2,796 per night from 2 Nov to 3 Nov
฿2,796
฿3,884 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this business-friendly hotel in Sarasota. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the breakfast and the ...
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
The price is ฿4,485 per night from 28 Oct to 29 Oct
฿4,485
฿5,946 total
28 Oct - 29 Oct
includes taxes & fees
Stay at this beach aparthotel in Siesta Key. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.4/10 Exceptional! (6,018 reviews)
"This is a great location. A short stroll away from the beach, shops, and restaurants. Staff is nice and check-in was smooth. Rooms are clean and prepared for you to cook or grill if you wish to do so. All around my favorite place to come every year."
Reviewed on 27 Oct 2026
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
The price is ฿4,945 per night from 4 Nov to 5 Nov
฿4,945
฿6,542 total
4 Nov - 5 Nov
includes taxes & fees
Stay at this hotel in Bradenton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
9.4/10 Exceptional! (2,642 reviews)
"Wonderful place with great vibes"
Reviewed on 27 Oct 2026
Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
The price is ฿4,939 per night from 28 Oct to 29 Oct
฿4,939
฿7,450 total
28 Oct - 29 Oct
includes taxes & fees
Stay at this resort in Siesta Key. Enjoy free Wi-Fi, free bicycles on-site and parking (surcharge). Our guests praise the pool and the helpful staff in their ...
The Westin Sarasota
100 Marina View Drive Sarasota FL
Fully refundableReserve now, pay when you stay
The price is ฿7,059 per night from 22 Nov to 23 Nov
฿7,059
฿8,817 total
22 Nov - 23 Nov
includes taxes & fees
Stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants and a rooftop terrace. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,204 reviews)
"Great hotel but starting to get dated in the halls."
Reviewed on 26 Oct 2026
Cottages at Siesta Key Inn
1105 Point of Rocks Rd Siesta Key FL
The price is ฿4,782 per night from 28 Oct to 29 Oct
฿4,782
฿6,053 total
28 Oct - 29 Oct
includes taxes & fees
Stay at this hotel in Siesta Key. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Siesta Key Beach and Lido Beach are located ...
8.8/10 Excellent! (289 reviews)
"Rooms were clean and Quiet. Enjoyed property"
Reviewed on 23 Oct 2026
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.
Where to stay in Longwood Run
Find the best Longwood Run areas for the activities you enjoy most.
Lido Key
Traverse a winding woodland path and spend the afternoon on this island’s secluded beaches before ending at a beachside bar to enjoy a spectacular sunset.
South Sarasota
Though South Sarasota may not have many top sights, you can venture to the surrounding area to see attractions like Siesta Key Beach and The Landings.
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.
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 Turtle Beach.
