
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.

Beachfront condo in paradise Anna Maria Island
You only have to go down 14 stairs from your second-floor beachfront condo to have your toes in the powder soft sand. A queen size bed with a soft mattress in the bedroom and a queen size pullout couch in the living room. Full kitchen in the unit and laundry available downstairs. Cable and high-speed internet included. One assigned parking spot. Enjoy the sunset from your balcony as it sinks into the Gulf. Perfect for a romantic couple getaway or bring the kids for a fun stay at the beach

Beachfront Condo, Heated Pool and SPA!
Renovated direct Gulf front condo with 3 bedrooms and 2 bathrooms. The private balcony overlooking the sugary sand beach of Indian Shores has sliding doors from both the living room and master bedroom. The beach-side master bedroom has a King size bed, sliding glass door to the balcony and an en-suite bathroom. There is a washer and dryer right in the condo. The community features a beach-side heated pool and hot tub. There are two gas grills for you to use. This is a NO Smoking, NO pets condo.

Tropical Beachfront Penthouse-Beach Cottages
Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

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.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

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.

Executive Oceanfront Studio
Spend your day on the nation’s top-rated beach, enjoy sunsets over the ocean from your balcony, and let the gentle sound of waves lull you to sleep in this beautiful, recently remodeled oceanfront room. This welcoming space features 2 queen beds; free WIFI, streaming services, and parking; essentials like shampoo, conditioner and body wash; kitchen with ample counter space, cooktop, and dishwasher; and incredible ocean views - everything you need to relax at the beach!

Oceanview on LBK!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located 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 onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

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 unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

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 condo rentals
Weekly condo rentals

Oct/Nov/Dec dates available! Beachfront 2/2 w/Jacuzzi!

Modern 1/1.5 Waterfront at The Strand

Sunset Villa D by Beach Boutique Rentals

Amazing beachfront View & balcony on Long Boat Key

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

Amazing beach view! Entire unit renovated!

Private Beach Outside Patio with Full Gulf View #2

Beachfront Condo. Gulf View Balcony. The Shores
Pet-friendly condo rentals

Stylish Beachfront Condo, Stunning Views

Short walk to beach 4, King bed, Dog Friendly

Waterside Studio in the heart of TI, walk to beach

Beach Chill Inn #3 - Studio

Resort living in paradise

Anchor house +6 min. from Siesta Beach+heated pool

Sunsets in Paradise from Balcony with Gulf Views

Sol-Sister: Beach Chic Condo & Rooftop Terrace
Condo rentals with a pool

615 Luxury Condo With Ocean View, Heated Pool +++

Beachfront Condo with Stunning Sunset Views

Land's End 11-404: Gulf Front Gem - 2BD/2BA

Sonrisa 1 - | Beachfront Condo in Belleair Beach

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

Breathtaking Beachfront Views in Siesta Key

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

7th Heaven by Duncan Real Estate
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,090 ZAR | R4,835 ZAR | R5,026 ZAR | R4,541 ZAR | R3,397 ZAR | R3,431 ZAR | R3,778 ZAR | R3,743 ZAR | R3,518 ZAR | R3,483 ZAR | R3,813 ZAR | R4,454 ZAR |
| 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 460 vacation rentals in Longboat Key

Nightly prices starting at
Longboat Key vacation rentals start at R1,040 ZAR per night before taxes and fees

Verified guest reviews
Over 4,150 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
430 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
450 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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- Anna Maria Island
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- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Busch Gardens Tampa Bay
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