
Condo vacation rentals in Longboat Key
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Top-rated condo rentals in Longboat Key
Guests agree: these condos are highly rated for location, cleanliness, and more.

Steps to the beach! Condo with pool at The Terrace
Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Sun-Kissed Memories!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

Lido-Key- Tiny Studio Holiday Cottage-A
No Pets Allowed. Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

"Jewel At The Shores" Gulf Front, sleeps 5
"Jewel at the shore"feels like you are in a snug resting place, your own nest, very homey with a breath taking Gulf view from the balcony. The gulf is right outside your door along with a year round heated pool, great on cool winter days. The unit is stocked with things you’ll need; linens, towels, shampoo et., necessities for the beach, keurig and drip coffee, some pods to get you started. New balcony and sliders. Just beautiful and comfy

The Beach Condo #107 Beachfront Full View
Unit #107 has private beach access. Only a few steps to the beach will full gulf view. This end condo unit is quiet, ground floor . It is a small studio: new queen murphy bed and queen sofa bed. No separate bedroom. Limited initial limited supply of products/soaps/towels. Common use W/D across from unit. This is a small studio at 330 sq ft. It has been recently remodeled. Grounds, unit, pool recently renovated due to hurricanes.

Private Ocean View Beach Retreat with Balcony
Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Beachfront Escape – Private Balcony, Gulf Views
Beachfront Condo – No Street to Cross, Just Steps to the Sand Enjoy panoramic Gulf and sunset views from your private covered balcony in this spacious 1-bedroom, 1-bath condo on the 4th floor of Turtle Crawl Inn. Located directly on the beach in beautiful Longboat Key, FL, this unit offers unobstructed 180° views from every room and the peaceful sound of the waves just outside your door.

Indian Shores Beach Getaway
Amazing two bedroom, two bath condo that is steps away (literally a 2 minute walk) from the beach and the intracoastal community fishing pier and heated swimming pool! Open floor plan boasts amazing views from the private , top floor balcony of protected conservation area and intracoastal waterway. Indian Shores is a wonderful coastal community we're happy to call our 2nd home!
Popular amenities for Longboat Key condo rentals
Weekly condo rentals

On the beach, Spa, Sunsets from the balcony!

Longboat Key Condo Directly on the beach

Cheerful Oasis on Anna Maria Island

Direct Gulf View Upgraded Condo. Amazing Views!

Lime Kiss A! 3 Bedroom, 2 Bathroom Home Just Acros

LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the swaying palms.

Beachfront 3-Bedroom Condo in Indian Shores

Secluded Bayside Gem with beautiful bay views
Pet-friendly condo rentals

Hidden Gem Studio · Near Siesta Beach (5 min)

A Coastal Retreat Steps From the Sea

Beach Retreat II

Short walk to beach 4, King bed, Dog Friendly

Siesta Key Condo: Beach, Pool & Village Fun!

New Luxury 3/3 Condo in Margaritaville Resort

New! Condo in exclusive Avalon Club

5209B Menorca Street - Siesta Key Village Condo
Condo rentals with a pool

Sunset and Beach view unit 402

Sea Shell Ocean View On Beach Walk Everywhere Pool

Beautifully Remodeled Charming Condo in Sarasota

Beachfront at Siesta Breaker | 2nd Fl | Gulf Views

Lakefront Ground Floor 1BR Suite Heated Pool & Spa

Fins up! | Condo Steps from the Sand

7th Heaven by Duncan Real Estate

Penthouse Condo on Water Steps to Beach+Johns Pass
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ867 | ﺩ.ﺇ1,025 | ﺩ.ﺇ1,065 | ﺩ.ﺇ962 | ﺩ.ﺇ720 | ﺩ.ﺇ727 | ﺩ.ﺇ786 | ﺩ.ﺇ731 | ﺩ.ﺇ676 | ﺩ.ﺇ735 | ﺩ.ﺇ881 | ﺩ.ﺇ988 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about condo rentals in Longboat Key

Total vacation rentals
Explore 500 vacation rentals in Longboat Key

Nightly prices starting at
Longboat Key vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 4,360 verified reviews to help you choose

Family-friendly vacation rentals
380 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
470 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
500 of Longboat Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Longboat Key rentals

4.8 Average rating
Longboat Key stays are highly rated by guests—averaging 4.8 out of 5!
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