
Apartment holiday rentals in Longboat Key
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Longboat Key
Guests agree: these apartments are highly rated for location, cleanliness and more.

Beachfront Escape – Private Balcony, Gulf Views
Beachfront Bliss — No Streets to Cross, Just Steps from the Sand! Enjoy breathtaking Gulf and sunset views from your private balcony in this spacious, newly updated condo. Featuring a brand-new bathroom and new flooring throughout, this 4th-floor unit (with elevator access) is the perfect retreat for your Longboat Key escape. The condo comfortably sleeps up to 6 guests. Sip your morning coffee or catch dolphin sightings and stunning sunsets from the balcony with 180° view of the Gulf. Elevator.

Vitamin Sea Escape: Open Wednesday, $293/nt+Taxes!
This charming seaside condo is 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 one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort! To see all four of our listings, click on my Host photo and scroll down...!

Your Modern Beachside Getaway!
Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

Sarasota Surf & Racquet Club Siesta Key Condo
Our newly renovated condo is located on Siesta Key's award winning Crescent Beach. Our unit is has all of the amenities of home for your convenience. The primary bedroom has a king sized bed and its own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

Indian Shores Gulf Front Rental
Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.

Relax in a Newly Renovated Beach Front Paradise
Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Beach Front Penthouse Riley's Retreat Island Inn
800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

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.

Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

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.

Winter Storm Escape Sale Ocean View Steps to Beach
Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

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.
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

Longboat Key Bungalow

CBC 1-7C- Beautiful Gulf Front Condo with Pool!

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

BEACHFRONT/Panoramic Views of the Gulf #301

Beachfront 2/1- Amazing Remodel right on the beach

2nd floor with wraparound deck -Beach & Bayviews!

LaPlaya 201E-Nestled in the palms. just steps from the pool!

7th Heaven by Duncan Real Estate
Pet-friendly apartment rentals

5213B Menorca Street - Siesta Key Village Condo

A Coastal Retreat Steps From the Sea

Penthouse,intercoastal, 3/3 views/heated pool

Short walk to beach 4, King bed, Dog Friendly

Luxury 3/3 Margaritaville Resort

Modern Studio · 5 min from Siesta Beach

Beachfront in exclusive resort

Steps to the beach! Condo with pool at The Terrace
Apartment rentals with a pool

*NEW-Prime Spot St. Armands/Lido Key 1st fl w/pool

Gulf View ~Heated pool~Renovated~Coconuts 2 bed!

Beachfront Oasis / Pool, Beach Access & Ocean View

Waterview Lux Beach Apt/Heated Pool/Walk to Beach

The Starfish Cottage

Steps to Johns Pass+Beach | Water View | Htd. Pool

[Beach Elements] pool view + private beach & bikes

2/2 Newly remodeled Beach Front - Sunset Vistas
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £177 | £209 | £217 | £196 | £147 | £148 | £160 | £149 | £138 | £150 | £180 | £201 |
| 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 apartment rentals in Longboat Key

Total holiday rentals
Explore 500 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at £45 per night before taxes and fees

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

Family-friendly holiday rentals
380 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
470 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wifi availability
500 of Longboat Key holiday rentals include wifi 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with an EV charger Longboat Key
- Pet-friendly rentals Longboat Key
- Rentals with lake access Longboat Key
- Family-friendly rentals Longboat Key
- Fitness-friendly rentals Longboat Key
- Beach house rentals Longboat Key
- House rentals Longboat Key
- Rentals with outdoor seating Longboat Key
- Beachfront rentals Longboat Key
- Rentals with pools Longboat Key
- Rentals with a hot tub Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Rentals with a patio Longboat Key
- Rentals with an accessible-height toilet Longboat Key
- Townhouse rentals Longboat Key
- Cabin rentals Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Longboat Key
- Beach apartment rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a firepit Longboat Key
- Waterfront rentals Longboat Key
- Flat rentals Longboat Key
- Rentals with beach access Longboat Key
- Apartment rentals Manatee County
- Apartment rentals Florida
- Apartment rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park




