
Apartment holiday rentals in Longboat Key
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Quick stats about apartment rentals in Longboat Key

Total holiday rentals
Explore 470 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at €53 per night before taxes and fees

Verified guest reviews
Over 3,770 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
440 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
470 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!
Top-rated apartment rentals in Longboat Key
Guests agree: these apartments are highly rated for location, cleanliness and more.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
Welcome to Mi Casa Siesta on 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

Gulf front best sunset views, 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

Short Stroll to the Surf! ~ Make Memories on AMI
Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

Gulfront Views! BEACHFRONT BARGAIN HUNT NOMINATED
THIS UNIT WAS NOMINATED TO BE FEATURED ON BEACHFRONT BARGAIN HUNT! Unit #102 Features: Full-size kitchen and Gulf-front views Bedding: 1 Queen Murphy Bed and a Sleeper Sofa Savor warm Gulf breezes while resting lavishly in this Gulf-front condo complex. Located directly on the beach, this resort features beautiful Gulf-front views. You are only steps from the white-sand beaches, placid turquoise waters and beautiful sunsets that will have you daydreaming about your next beach vacation.

Island Time!
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...!

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

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.

Beach Condo with Quiet, Private Beach
Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.

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.

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.

Enchanting Coastal Ambiance & Breathtaking Sunsets
Welcome to your slice of paradise! Our stunning vacation rental offers the ultimate beachside getaway, providing you with a luxurious and unforgettable experience right on the main strip of the world-renowned Siesta Key Beach and the vibrant Siesta Key Village. The apartment or best referred to as CasaPlaya, features open concept living, a chic kitchen, fully upgraded bathroom and screened in Florida Room for your enjoyment.

KING bed + Anna Maria Island Beaches + Beach Gear!
🦩🦩Welcome to the FUNky Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

3 BR Condo On Longboat Key Beach and Waterfront

Turtle Shores Beachfront Oasis

Longboat Key Bungalow

Secluded Bayside Gem with beautiful bay views

Sunset and Beach view unit 402

Waterfront Coastal Retreat | Steps from LBK Beach

Sea Grape Inn #1- Beachfront Property

Island property on Longboat Key by the Beach
Pet-friendly apartment rentals

Steps to the beach! Condo with pool at The Terrace

Luxury 3/3 Margaritaville Resort

Beachfront Condo in Exclusive Resort

Modern Studio · 5 min from Siesta Beach

Blanco at Sunset Villas on Anna Maria Island

Luxury Seashell Oceanfront Condo with Pool

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Walk to Beach, Bars, and Restaurants Nearby
Apartment rentals with a pool

Crystal House on Siesta Key Beach

1/1 STEPS to Beach w/ Heated POOL - Sleeps 4

Relax in a Newly Renovated Beach Front Paradise

On the Beach; Siesta Key SunBum Studio

Bayfront • Rehabbed • Pickleball • Private Beach

AMI Bridgeport 207 -Beach + Gulf View Retreat/Pool

Second Floor Studio- Amazing Gulf Front Views

Modern Coastal Escape • Private Beach Access
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €228 | €329 | €333 | €230 | €172 | €173 | €187 | €174 | €161 | €175 | €210 | €236 |
| 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 |
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- Rentals with pools Longboat Key
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- Apartment rentals Manatee County
- Apartment rentals Florida
- Apartment rentals United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Englewood Beach
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre





