Longboat Key Vacation Rentals

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Check prices for these dates

Tonight
Apr 26 - Apr 27
Tomorrow
Apr 27 - Apr 28
Next weekend
May 2 - May 4
In two weeks
May 9 - May 11

Vacation Rentals in Longboat Key

Sea Club I Beach Resort
Studio with Balcony | View from room

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (302)
"I love that this property is right on the beach. We were there over Christmas. The property was not fully booked, so it was fairly quiet. The Gulf was too cold for us, but we enjoyed using the the provided lounge chairs to relax on the beach. Lots of shelling to do. Not a lot of people at this time. Pool was not a bad temperature and was clean. The property looks like an old motor lodge, but they have kept it nice. Our room did not have a lot of updates, but it was sufficient. A roll of paper...
Sea Club I Beach Resort
The Beach on Longboat Key #104 Resort by RVA
TV, DVD player, stereo, offices

The Beach on Longboat Key #104 Resort by RVA

9.0 out of 10, Wonderful, (93)
"Very pleasant stay."
The price is ￥21,268
￥46,601 total
includes taxes & fees
May 1 - May 2
The Beach on Longboat Key #104 Resort by RVA
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Outdoor pool, a heated pool

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW

9.8 out of 10, Exceptional, (64)
"The place was just as shown on line. Wonderful location, pool and beautiful beach steps from your patio. Many dolphins were seen. "
The price is ￥37,354
￥67,252 total
includes taxes & fees
May 4 - May 5
THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
Best views of the beach from your balcony Unit 301
A heated pool

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (80)
"Just as described. Beautiful view of the gulf right from the balcony of our room. Love it!!! "
The price is ￥22,269
￥57,317 total
includes taxes & fees
May 22 - May 23
Best views of the beach from your balcony Unit 301
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Fridge, microwave, oven, stovetop

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.8 out of 10, Exceptional, (21)
"Great house/neighborhood. Easy walk to beach and a restaurant. Good communication, we enjoyed our stay!"
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Microwave, oven, stovetop, dishwasher

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

8.8 out of 10, Excellent, (6)
"Great view and nice place for a short stay. "
The price is ￥34,258
￥65,490 total
includes taxes & fees
May 3 - May 4
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Breathtaking Beach Front Property Ground Floor Condo
Property grounds

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (135)
"Fantastic beach and accommodations. Everyone we met were so nice and friendly. Best sunsets on the gulf!!!"
Breathtaking Beach Front Property Ground Floor Condo
Turtle Crawl Inn
Exterior

Turtle Crawl Inn

3.0 star property
8.6 out of 10, Excellent, (92)
"Great weather and awesome location. We will be staying again!"
Turtle Crawl Inn
The Beach on Longboat Key #106 Resort by RVA
On the beach

The Beach on Longboat Key #106 Resort by RVA

8.8 out of 10, Excellent, (82)
"This is a quaint, efficient space with a beautiful location for perfect sunsets. We enjoyed breakfast and happy hour on the patio each day. The rental agency was quick to reply to calls and texts even though no one was on location in the office. The location is great. We walked to LBK Farmer's Market and enjoyed delicious meals nearby at Shore and Mar Vista Dockside. We spent a day at Sarasota Market and kayaked through the mangroves in Lido Key. We'd definitely go back and stay at The Beach...
The price is ￥20,269
￥44,548 total
includes taxes & fees
Apr 27 - Apr 28
The Beach on Longboat Key #106 Resort by RVA
Silver Sands #236 Resort by RVA
A heated pool

Silver Sands #236 Resort by RVA

9.4 out of 10, Exceptional, (68)
"Stay was great. Pool was warm. Condo was clean and had everything we needed! Kid/family friendly which was the only downfall for us, but we knew that when booking!"
Silver Sands #236 Resort by RVA
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Private kitchen

Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach

9.8 out of 10, Exceptional, (6)
"The stay was wonderful, beautiful scenery right on the beach. Friendly neighbors/other guests. We enjoyed watching the dolphins and wild life each day. Especially the blue heron that visited each morning and evening that we named Fred. We will be back for another stay soon! "
The price is ￥33,044
￥61,663 total
includes taxes & fees
May 1 - May 2
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Sunny Gulf Coast Villa: Direct Beach & Pool Access
A heated pool

Sunny Gulf Coast Villa: Direct Beach & Pool Access

9.0 out of 10, Wonderful, (29)
"Clean, quiet, conveniently located. An ice machine would be nice and maybe some vending?"
Sunny Gulf Coast Villa: Direct Beach & Pool Access
2BR Walk to the Beach Across the Street- Bay Views!
A heated pool

2BR Walk to the Beach Across the Street- Bay Views!

9.6 out of 10, Exceptional, (14)
"Mattresses were old and squeeked. "
2BR Walk to the Beach Across the Street- Bay Views!
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Private kitchen

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

8.4 out of 10, Very Good, (7)
"It could be the most amazing little space, but it clearly is been well used. It needs an update and some TLC. It is small but the view and access to the beach was phenomenal. "
The price is ￥34,481
￥64,005 total
includes taxes & fees
Apr 30 - May 1
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Direct Beachfront Gulf with Amazing Views
Outdoor pool, a heated pool

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (91)
"The condo is beautifully located on the beach. Great view of the Gulf from balcony. This place is exceptionally clean. "
Direct Beachfront Gulf with Amazing Views
Beach Castle Resort #12 by RVA
Exterior

Beach Castle Resort #12 by RVA

9.4 out of 10, Exceptional, (33)
"The responsive of the host was amazing! They answered questions about the property in a timely manner and were very helpful when we asked about possibly checking in early. This property was extremely clean as were the pool and hot tub area. Would highly recommend staying here, we will definitely be coming back!"
The price is ￥31,607
￥59,989 total
includes taxes & fees
May 1 - May 2
Beach Castle Resort #12 by RVA
Open Tuesday & Wednesday, $185/nt!
Outdoor pool, a heated pool

Open Tuesday & Wednesday, $185/nt!

10.0 out of 10, Exceptional, (76)
"Literally steps from the soft white sand and a giant beach we nearly had all to ourselves. Love the north end of the island. Super quiet and much less traffic. Heidi was a super communicator and made our stay so wonderful! Would 10 out of 10 recommend this property!"
The price is ￥26,579
￥57,317 total
includes taxes & fees
Apr 30 - May 1
Open Tuesday & Wednesday, $185/nt!
Silver Sands #232 Resort by RVA
A heated pool

Silver Sands #232 Resort by RVA

9.2 out of 10, Wonderful, (65)
"Our unit was wonderful. A little loud at night but the bed was amazing. "
The price is ￥18,102
￥41,509 total
includes taxes & fees
Apr 28 - Apr 29
Silver Sands #232 Resort by RVA
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
A heated pool

Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage

9.6 out of 10, Exceptional, (85)
"Condo was great, owner very responsive, location was close to the beaches, and there was a dog walker in the same complex. Nice, relaxing vacation. "
Country Club Long Boat Key Beach Villa 2B 3BA Pool No Hurricane Damage
Charming Beach Front Studio Steps to the Sand and Gulf
Fridge, microwave, oven, stovetop

Charming Beach Front Studio Steps to the Sand and Gulf

9.8 out of 10, Exceptional, (11)
"The View and location of this property is excellent! The unit has everything you need except a dishwasher, paper plates work great. You will not be disappointed with the privacy of this property. "
Charming Beach Front Studio Steps to the Sand and Gulf
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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Other types of properties in Longboat Key you may be interested in

The St. Regis Longboat Key Resort
Outdoor pool, cabanas (surcharge), pool umbrellas

The St. Regis Longboat Key Resort

5.0 star property
10.0 out of 10, Exceptional, (17)
"Need a better system for assigning chairs around adult pool...also beach lounger experience needs to be upgraded to be more luxurious probably sun beds with shade...also first day adult pool too warm waterfall was offsecond day waterfall on but was ice cold soadult pool was a bit cool must do better at keeping pool 83 degrees as most luxury pools do...also pool side service at adult pool was slow"
The price is ￥125,468
￥150,650 total
includes taxes & fees
May 11 - May 12
The St. Regis Longboat Key Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1002)
"Everything was wonderful during the stay. I’ve come to this resort a few times over the years and the stay is always lovely. "
The price is ￥38,073
￥49,516 total
includes taxes & fees
May 26 - May 27
Zota Beach Resort
The Resort at Longboat Key Club
Poolside bar

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (644)
"great place to visit"
The price is ￥77,438
￥93,999 total
includes taxes & fees
Apr 27 - Apr 28
The Resort at Longboat Key Club
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.

Frequently asked questions

Can I find a vacation rental in Longboat Key?

Yes, we have vacation rentals near popular local attractions in Longboat Key, or you can go with a secluded option if you're looking for relaxation. 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 vacation rentals that Longboat Key has to offer?

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

How many vacation rentals are there in Longboat Key?

Choose from 175 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

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

What are vacation rentals like in Longboat Key?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Longboat Key. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.