Longboat Key Holiday Rentals, Florida: Private House Rentals

A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Longboat Key

Pet friendly

Pool

Spa

Resort

Apartment

Apart hotel

Hot tub

Cottage

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Longboat Key hotels

A spacious restaurant with wooden ceilings and large windows offering a view of the ocean. Tables are set with white chairs and dining ware.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

A hotel room with a large bed, a desk with a TV, a balcony with a view of the ocean, and a seating area with a table and chairs.

A spacious lobby with a modern sofa set, a round coffee table, and a small seating area with stools.

1. Zota Beach Resort

Longboat Key

Ofelia

6.197.748 ₫

8.175.581 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A rock formation with a waterfall and a pool.

A beachside dining setup with wicker chairs and tables set for a meal, featuring floral centerpieces and candles.

A balcony with wicker furniture, a table with a vase, and a view of the sunset over the ocean.

A modern dining area with a long table, chairs, and a view of the ocean.

2. The St. Regis Longboat Key Resort

Longboat Key

Austin

20.460.348 ₫

25.024.897 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A coastal resort with beachfront properties, a sandy beach, and a marina.

A rooftop bar with outdoor seating, a fire feature, and a view of the ocean and palm trees.

A modern outdoor bar area with a pool, lounge chairs, and a view of the ocean at sunset.

A dining area with tables set for service, large windows offering views of palm trees and the beach, and a ceiling with wooden beams and recessed lighting.

3. The Resort at Longboat Key Club

Longboat Key

Sergio

11.643.468 ₫

14.622.277 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a phone, and a window with curtains.

A modern kitchen with wooden cabinets, a white countertop, and a coffee machine.

A modern living room with a blue sofa, a wooden coffee table, a patterned armchair, and a small kitchenette with a microwave.

A sunset scene with two people dining under trees, surrounded by plants and candles on the ground.

4. Holiday Inn Express & Suites Bradenton West by IHG

Bradenton

Chris

2.619.132 ₫

2.959.620 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel with a swimming pool, sun loungers, and palm trees.

A hotel lobby with a reception desk, a staircase, and a glass railing.

A spacious lobby with a modern design, featuring a sofa, armchairs, and a coffee table. A staircase is visible in the background leading to an upper level.

A person serving food at a counter with a plate of food and a basket of breadsticks.

5. Legacy Hotel at IMG Academy

Bradenton

Chad

3.847.684 ₫

5.224.851 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.

A multi-level atrium with a central seating area, glass railings, and a large black door.

A multi-level atrium with glass railings and a central skylight.

An indoor pool with a tiled wall, a clock, and a sign indicating no diving.

6. DoubleTree by Hilton Sarasota Bradenton Airport

Sarasota

Janette

2.949.925 ₫

3.333.416 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.

A marina at night with boats docked and a distant city skyline.

A reception area with a wooden counter, tropical plants, and a sign reading "Mi Casa Es Su Casa".

A pool area with umbrellas, lounge chairs, and a view of the marina.

7. Compass Hotel by Margaritaville Anna Maria Sound

Bradenton

Christina

4.200.984 ₫

5.479.690 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with a fire feature, seating area, and a view of the city skyline.

A modern restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

A modern lobby with a vertical garden, comfortable seating, and a geometric light fixture.

A modern lobby with a vertical garden, seating area, and a bar.

8. The Westin Sarasota

Central Sarasota

THANG

6.457.068 ₫

7.941.156 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious indoor area with wooden tables and chairs, large windows, and hanging plants.

A hotel corridor with wooden paneling, large windows, and a view of a pool area.

Two lounge chairs with striped cushions, a wooden bench, and a decorative metal plant structure.

A swimming pool with lounge chairs, palm trees, and a building with large windows.

9. Kompose Boutique Hotel

Sarasota

Natalia

1.168.392 ₫

1.877.042 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A hotel room with two beds, a desk, a microwave, a TV, and a bathroom with a mirror and sink.

A compact room with a kitchenette, a microwave, a coffee machine, and a compact refrigerator.

A hotel with a white exterior, multiple balconies, and thatched-roof structures.

A covered outdoor seating area with tables and chairs, a fan, and a TV.

10. Lantern Inn & Suites

Whitfield Estates

Alejandra

1.657.878 ₫

1.873.402 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A restaurant with a long counter, multiple tables, and hanging spherical light fixtures.

A reception area with a marble counter, two chairs, a small table with a plant, and a shelf with products.

A spacious lobby with a modern design, featuring a wooden floor, comfortable seating areas, and large windows providing natural light.

11. Palmetto Marriott Resort & Spa

Palmetto

3.397.092 ₫

5.157.356 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A spacious room with large windows, a patterned carpet, and a table with chairs.

A spacious lobby with a fireplace, comfortable seating, and large windows offering views of greenery.

A hotel room with a large bed, a desk, a chair, a television, and a window with a view of palm trees.

A hotel pool area with lounge chairs, umbrellas, and a hot tub.

12. Hilton Garden Inn Sarasota - Bradenton Airport

Sarasota

Lauren

2.623.022 ₫

2.964.015 ₫ total

includes taxes & fees

25 Oct - 26 Oct

Two people sitting on a boat in the ocean at sunset.

A modern kitchen with wooden cabinets, a central island with bar stools, and a large pendant light.

A modern lobby with a sectional sofa, a curved seating area, and a brick accent wall.

A modern lobby with a reception desk, seating area, and a fireplace.

13. Hyatt Place Sarasota/Bradenton Airport

Bayou Oaks

Melisa

2.716.560 ₫

3.069.713 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A modern hotel room with a large bed, a desk, and a view of the ocean.

A restaurant with round tables and chairs, large windows, and a view of palm trees.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear blue sky.

A modern hotel lobby with a curved orange sofa, green walls, and a large chandelier.

14. Cirque St. Armands Beachside

Lido Key

Yuliesvy

6.716.388 ₫

8.615.129 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A waterfront area with thatched-roof structures, a dock with boats, and a sign for 'Low Tide Tours'.

A swimming pool with lounge chairs and a thatched-roof structure.

A hotel room with a bed, a desk, and a chair. There is a large window with curtains, and a view of a body of water and greenery outside.

An outdoor dining area with thatched umbrellas, wooden tables, and a fenced seating area.

15. Ramada by Wyndham Sarasota Waterfront

Whitfield Estates

Susan

2.561.328 ₫

2.894.301 ₫ total

includes taxes & fees

22 Oct - 23 Oct

An outdoor seating area with yellow chairs, a fire pit, and striped cushions.

A modern lounge area with seating, tables, and a large window providing a view.

An outdoor patio with a stone wall, a barbecue grill, yellow chairs, and a red umbrella.

16. Home2 Suites by Hilton Sarasota - Bradenton Airport, FL

Sarasota

luis

2.733.233 ₫

3.088.553 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A rooftop bar with a long counter, blue chairs, and a large potted plant.

A modern kitchen area with a bar counter, blue bar stools, and a large island.

A room with a large mural of a sea turtle, a beige sofa, two wicker chairs, and a modern chandelier.

17. SpringHill Suites by Marriott Bradenton Downtown/Riverfront

Downtown Bradenton

Kevin

3.504.710 ₫

3.960.323 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A breakfast bar with a chalkboard sign that reads "HAPPY BREAKFAST STARTS HERE" and a variety of food and drink options.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

A snack display with various chips and mints.

A modern kitchen with a white door, wooden cabinets, a built-in dishwasher, and a microwave.

18. Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

Sarasota

Juan C

2.530.445 ₫

2.859.402 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with geometric wall decor, built-in appliances, and a breakfast bar.

A hotel room with two beds, a desk, a chair, a bathroom, and a window.

A reception area with a white brick wall, two reception desks, and a glass door leading outside.

A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and a building with a door and windows.

19. Quality Inn Bradenton - Sarasota North

Bayshore Gardens

Irene

1.741.334 ₫

1.967.706 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A modern lounge area with a round black coffee table, patterned armchairs, a flat-screen TV, and a bar area with a coffee machine.

A hotel room with a flat-screen TV mounted on a glass shelf above a dark wooden cabinet with two doors. There is a table with two chairs and a lamp on the table. A painting is visible on the wall.

A hotel room with a large bathtub, a bed with two pillows, a desk with a flat-screen TV, and a window with patterned curtains.

A reception area with a modern design, featuring a curved reception desk, a patterned wall, and a ceiling with recessed lighting.

20. Best Western Plus Bradenton Gateway Hotel

South Bradenton

Tony

2.497.511 ₫

2.822.189 ₫ total

includes taxes & fees

27 Oct - 28 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Longboat Key

Find the best Longboat Key areas for the activities you enjoy most.

A beach with waves, a sunset, and birds flying.

Bay Isles

While visiting Bay Isles, you might make a stop by sights like Longboat Key Public Tennis Center and Shoppes of Bay Isles.

See properties

An outdoor dining area with round tables and chairs, surrounded by trees and plants, with string lights overhead.

Longbeach Village

When in Longbeach Village, you can plan a visit to Jewfish Key and Coquina Beach, some noteworthy sights in the nearby area.

See properties

Stay near popular Longboat Key attractions

A coastal cityscape with a bridge, marina, and lush greenery.

Longboat Key Beaches

9.6/10 (394 reviews)

Why not spend a lazy afternoon at Longboat Key Beaches during your trip to Longboat Key? Wander the beautiful beaches in this relaxing area.

See properties

A lake with clear water, surrounded by dense green trees and a partly cloudy sky.

Jewfish Key

9.0/10 (34 reviews)

This secluded island off Longboat Key is only accessible by boat, offering pristine sandbars and crystal-clear waters. Bring snorkelling gear to discover abundant marine life in this tranquil Gulf Coast retreat.

See properties

A white heron standing on a tree branch with Spanish moss.

Quick Point Nature Reserve

8.4/10 (43 reviews)

This 34-acre coastal preserve showcases Florida's natural beauty through mangrove forests and tidal lagoons. Stroll the scenic boardwalks at low tide for prime birdwatching and wildlife observation opportunities.

See properties

Harborside Golf Course at Longboat Key Club

9.0/10 (40 reviews)

Bordered by Sarasota Bay, this 27-hole golf course challenges players with tight fairways and strategic water hazards. Reserve a morning tee time to experience the pristine Platinum Paspalum greens at their best.

See properties

Links on Longboat

8.6/10 (62 reviews)

This seaside links-style course challenges golfers with ocean breezes and water hazards on most holes. Enjoy the panoramic views of palm-lined fairways while egrets and herons add to the serene atmosphere.

See properties

Longboat Key Public Tennis Center

This well-maintained tennis centre offers pristine courts in a picturesque Florida setting. Reserve your morning court time and bring equipment for a perfect match under the gentle winter sunshine.

See properties

Shoppes of Bay Isles

8.4/10 (8 reviews)

You can browse for the perfect souvenirs at Shoppes of Bay Isles during your visit to Longboat Key. Stroll along the marina or discover the area's beautiful sunsets.

See properties

Learn more about Longboat Key

Pristine white-sand beaches stretch for miles where dolphins play just offshore during sunset walks. Kayak through mangrove tunnels in the morning, then enjoy fresh grouper at waterfront restaurants where no one minds your flip-flops.

See all hotels in Longboat Key

A coastal town with a beach, residential areas, and a marina.

Top Longboat Key Hotel Reviews

Sea Club I Beach Resort

10/10 Excellent

"The room was great but when I moved the bed to plug in my phone I found 3 dead roaches… I know how fumigation works and they spray and days later they come out but it wasn’t cleaned ! So it was not good …. Thank god my girl didn’t see that … Everything else was very good . Great staff , no beach view , balcony was quaint.. the room was clean but the dead roaches not good .."

The St. Regis Longboat Key Resort

10/10 Excellent

"Beach view and staff"

The Resort at Longboat Key Club

10/10 Excellent

"Perfect location and great service right on the beach"

More cheap stays in Longboat Key

Sea Club 3 Unit 2 1 Bedroom Home

5591 Gulf of Mexico Dr, Unit 2 Longboat Key FL

Get rates

Cabana Beach Club by RVA

5851 Gulf of Mexico Drive Longboat Key FL

Get rates

8.2/10 Very good! (44 reviews)

Veranda Beach Club

2509 Gulf of Mexico Dr Longboat Key FL

Get rates

Hotels in Longboat Key with star rating

Frequently asked questions

What's the weather like in Longboat Key?

The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. The rainiest months in Longboat Key are August, July, September and June, with each month seeing an average of 203 mm of rainfall.

Explore a world of travel with Expedia

Book Hotels in Longboat Key on Expedia.com

Find hotels in Longboat Key, FL from 1.873.402 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Longboat Key

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Longboat Key hotels

1. Zota Beach Resort

2. The St. Regis Longboat Key Resort

3. The Resort at Longboat Key Club

4. Holiday Inn Express & Suites Bradenton West by IHG

5. Legacy Hotel at IMG Academy

6. DoubleTree by Hilton Sarasota Bradenton Airport

7. Compass Hotel by Margaritaville Anna Maria Sound

8. The Westin Sarasota

9. Kompose Boutique Hotel

10. Lantern Inn & Suites

11. Palmetto Marriott Resort & Spa

12. Hilton Garden Inn Sarasota - Bradenton Airport

13. Hyatt Place Sarasota/Bradenton Airport

14. Cirque St. Armands Beachside

15. Ramada by Wyndham Sarasota Waterfront

16. Home2 Suites by Hilton Sarasota - Bradenton Airport, FL

17. SpringHill Suites by Marriott Bradenton Downtown/Riverfront

18. Hampton Inn & Suites Sarasota/Bradenton-Airport, FL

19. Quality Inn Bradenton - Sarasota North

20. Best Western Plus Bradenton Gateway Hotel

Where to stay in Longboat Key

Bay Isles

Longbeach Village

Stay near popular Longboat Key attractions

Longboat Key Beaches

Jewfish Key

Quick Point Nature Reserve

Harborside Golf Course at Longboat Key Club

Links on Longboat

Longboat Key Public Tennis Center

Shoppes of Bay Isles

Learn more about Longboat Key

Top Longboat Key Hotel Reviews

Sea Club I Beach Resort

The St. Regis Longboat Key Resort

The Resort at Longboat Key Club

More cheap stays in Longboat Key

Sea Club 3 Unit 2 1 Bedroom Home

Cabana Beach Club by RVA

Veranda Beach Club

Hotels in Longboat Key with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app