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

Longboat Key Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Longboat Key holiday rentals

A wooden pathway leading to a beach with lush greenery and a clear sky.

1. Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (86 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
Relax at Gulf – Silver Sands Resort #232, Longboat
A wide sandy beach with clear turquoise water and a clear blue sky.

2. THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (101 reviews)
"Beautiful property. Will definitely stay again."
United States
Tami T.
The price is HK$2,040
HK$3,555 total
includes taxes & fees
25 Oct - 26 Oct
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
A wooden pathway leading to a beach with lush greenery on either side.

3. Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (140 reviews)
"We loved it and recommend it and definitely plan another. Locals only lol."
United States
Kenneth
The price is HK$1,224
HK$2,634 total
includes taxes & fees
18 Oct - 19 Oct
Oceanfront Oasis – Longboat Key 226 by RVA
A beach view with a golf course, palm trees, and a building with outdoor seating.

4. Renovated Beach Paradise. Ground Floor unit 64

Renovated Beach Paradise. Ground Floor unit 64
Longboat Key
9.8 out of 10, Exceptional, (73 reviews)
"Great place, close to the beach. Will visit again."
United States
Jason W.
Renovated Beach Paradise. Ground Floor unit 64
A beach with clear turquoise water and a sandy shore.

5. Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (84 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
The price is HK$1,177
HK$2,444 total
includes taxes & fees
19 Oct - 20 Oct
Beachfront Studio – Cabana #5B by RVA
A wooden pathway leading to a beach with lush greenery on either side.

6. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"It was a great location. It had a nice pool area, plenty of beach chairs and beach goodies to use."
United States
Laurie L.
The price is HK$1,020
HK$2,379 total
includes taxes & fees
20 Oct - 21 Oct
Oceanfront Bliss–Longboat Key Beach 106 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

7. Silver Sands Serenity – Unit 234 by RVA

Silver Sands Serenity – Unit 234 by RVA
Longboat Key
9.4 out of 10, Exceptional, (35 reviews)
" Great location, office staff are very pleasant, room was very spacious with everything you need"
United States
GLENNA M.
The price is HK$1,020
HK$2,379 total
includes taxes & fees
19 Oct - 20 Oct
Silver Sands Serenity – Unit 234 by RVA
A beach view with a golf course, palm trees, and a building with outdoor seating.

8. Step from the Beach.Renovated ground Floor unit 63

Step from the Beach.Renovated ground Floor unit 63
Longboat Key
9.4 out of 10, Exceptional, (77 reviews)
"Enjoyed our stay!"
United States
Charles J.
The price is HK$1,224
HK$2,764 total
includes taxes & fees
24 Oct - 25 Oct
Step from the Beach.Renovated ground Floor unit 63
A beach with clear turquoise water and a sandy shore.

9. Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (94 reviews)
"The location of the condo is 10 out of 10. The views and beach access cannot be beat. We enjoyed the space and appreciated the small but functional kitchen. We even found some beach supplies and an umbrella in the closet! This is a very great space and location. We will be back!"
United States
Anthony B.
The price is HK$1,298
HK$2,944 total
includes taxes & fees
14 Nov - 15 Nov
Best views of the beach from your balcony Unit 301
A wooden pathway leading to a beach with lush greenery and a clear sky.

10. Gulfside Resort – Silver Sands #241A by RVA

Gulfside Resort – Silver Sands #241A by RVA
Longboat Key
8.4 out of 10, Very good, (51 reviews)
"Beach is beautiful, location is great. Room was clean. Rhe bed"
United States
Kellie B.
The price is HK$1,271
HK$2,722 total
includes taxes & fees
29 Oct - 30 Oct
Gulfside Resort – Silver Sands #241A by RVA
A beach view from a balcony with a railing, ocean, and beach vegetation.

11. Silver Sands: November & December Availability!

Silver Sands: November & December Availability!
Longboat Key
10.0 out of 10, Exceptional, (101 reviews)
"Just got back from our long weekend trip to Longboat Key. Had a marvelous stay in the Vitamin Sea property. Everything was just perfect - really nice unit with all the necessities already stocked, steps from a beautiful beach and gorgeous sunsets, and great amenities (to include miniature golf)! Great pool for morning swims. Our host, Heidi, was a gem! Easy reservation/check-in and always making sure we had everything we needed. She even surprised us with a shell ornament gift and cinnamon...
United States
Richard
Silver Sands: November & December Availability!
A wooden pathway leading to a beach with lush greenery and a clear sky.

12. Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (44 reviews)
"Beach was perfect!"
United States
Carmela D.
The price is HK$1,287
HK$2,741 total
includes taxes & fees
25 Oct - 26 Oct
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A living room with a sofa, a coffee table, and a TV. There is a balcony with a view of the ocean.

13. Take a peek at awesome reviews 50 feet from the sand

Take a peek at awesome reviews 50 feet from the sand
Longboat Key
10.0 out of 10, Exceptional, (152 reviews)
"This location is one of our favorite vacation spots - we try to come back every spring. This room was recently renovated and looks great, and the view of the beach is very relaxing. The host is very experienced and makes this trip a breeze. We’ll be back!"
United States
Angie E.
The price is HK$2,347
HK$4,735 total
includes taxes & fees
10 Nov - 11 Nov
Take a peek at awesome reviews 50 feet from the sand
A sandy beach path flanked by dense green foliage leading to the ocean.

14. Coastal Comfort – Beach Castle #26 by RVA

Coastal Comfort – Beach Castle #26 by RVA
Longboat Key
9.6 out of 10, Exceptional, (48 reviews)
"Stayed 5 days. Lovely condo, everything we needed was there."
United States
Grace E.
The price is HK$1,342
HK$2,581 total
includes taxes & fees
18 Oct - 19 Oct
Coastal Comfort – Beach Castle #26 by RVA
A wooden pathway leading to a beach with lush greenery and a clear sky.

15. Relax, Recharge & Repeat – Silver Sands #241 by RVA

Relax, Recharge & Repeat – Silver Sands #241 by RVA
Longboat Key
9.4 out of 10, Exceptional, (46 reviews)
"Great location! Beach steps away. Relaxing pool. Clean unit"
United States
Deborah F.
The price is HK$1,577
HK$3,131 total
includes taxes & fees
23 Oct - 24 Oct
Relax, Recharge & Repeat – Silver Sands #241 by RVA
A beach with clear blue water and a sandy shore, framed by green foliage.

16. Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Longboat Key
9.2 out of 10, Wonderful, (64 reviews)
"The view from the room was amazing. The entire property was very clean and well kept."
United States
Jane B.
The price is HK$1,962
HK$3,496 total
includes taxes & fees
19 Oct - 20 Oct
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
A wooden pathway leading to a beach with lush greenery and a clear sky.

17. 1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (99 reviews)
"Great view, clean, beautiful!"
United States
Bethany
The price is HK$1,436
HK$2,945 total
includes taxes & fees
29 Oct - 30 Oct
1BR Beach Getaway – Silver Sands #254 by RVA
A room with a large window overlooking a beach, a round table with chairs, and a wicker chair with a cushion.

18. The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (89 reviews)
"Great location and great views!"
United States
Mark H.
The price is HK$1,467
HK$2,998 total
includes taxes & fees
19 Oct - 20 Oct
The Beach on Longboat Key #227 Resort by RVA
A balcony with a view of a beach, a pool, and palm trees.

19. Direct Oceanview: Open October 26th - 29th!

Direct Oceanview: Open October 26th - 29th!
Longboat Key
10.0 out of 10, Exceptional, (137 reviews)
"the absolute best views and beyond better hosts"
United States
Ivan
The price is HK$1,766
HK$3,308 total
includes taxes & fees
26 Oct - 27 Oct
Direct Oceanview: Open October 26th - 29th!
A beach with clear turquoise water and a sandy shore.

20. Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (80 reviews)
"It was nice. Enjoyed being on the beach and having a feeling of spaciousness."
United States
Eloisa A.
Newly Renovated 1BR – Cabana Beach #5 RVA
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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Top Longboat Key Hotel Reviews

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Everyone was kind, caring, friendly, attentive to your needs. They were on top of it. Made it feel you were special. They all were kind. Down to earth. Cleanliness was superior from top to bottom. It was awesome even down to the food. 10/10 stars!!! Definitely going back!"
Joy 5-night trip
Posted 2 days ago
Zota Beach Resort

Find out more about Longboat Key

Search for holiday rentals in Longboat Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Longboat Key using one of the methods below:

  • View our selection of featured holiday rentals in Longboat Key
  • Use the map to find apartments and other holiday homes in the Longboat Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Longboat Key while they last

Look no further and take a look at our great range of rental properties in Longboat Key!

Frequently asked questions

Can I find a holiday rental in Longboat Key?

Yes, there are holiday rentals close to the most popular sights in Longboat Key, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the popular beaches in Longboat Key. Make sure you have time to check out the monuments while you're in the area.

What are some of the best holiday rentals that Longboat Key has to offer?

Tropical Villas of Venice Beach: This holiday home rental outside of Longboat Key is located near the beach, and has an outdoor pool, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Longboat Key?

Choose from 17 Expedia holiday rentals in Longboat Key for a memorable holiday.

What can I see and do in Longboat Key?

Longboat Key Beaches and Jewfish Key are a couple of lovely local spots to get outside and enjoy nature. Lido Beach and Siesta Key Beach are other popular places to visit in the area.

What are holiday rentals like in Longboat Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Longboat Key. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.