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Longboat Key vacation rentals

Vacation rentals in Longboat Key — enter your dates to book direct

Longboat Key, stretching between Sarasota Bay and the Gulf, offers serene beaches at Coquina Beach and outdoor activities at Bayfront Park. Visitors come for deep-sea fishing charters, elegant dining at Saint Armands Circle, and the conservation trails at Joan Durante Park. Houfy allows direct booking with local hosts here, saving you from any service fees. Choose from beachfront estates, upscale condos, and cozy cottages near Anna Maria Island and Lido Key. With fewer rainy days, winter months see larger crowds and higher demand for rentals.

Casas Vacacionales Mejor Valoradas en Longboat Key

Explora las propiedades vacacionales mejor valoradas en Longboat Key.

Turtle Crawl Inn 64

1 bd·1 ba
4.88· 73

932,25 $ USD total por 3 noches

22–25 sept 2026

Great Unit Steps from Pool & Beach!
We rented this because we wanted to be on the ground level with convenient parking and direct access to the beach--and it totally delivered. The unit is recently renovated and the furnishings are very attractive, the shower is beautiful and the bedroom is spacious. The living/dining area and kitchenette are perfect. The kitchen is well equipped and everything is very clean. The AC/Heat works very well and the water pressure is good and hot. It was so easy to walk right out to the beach or over to the heated pool. The complex is clean and very well maintained, there are lots of beach chairs, and the other guests were quiet and respectful. We didn't use the laundry but it was very convenient. The staff and front desk folks were awesome. Parking was available at our door. I highly recommend this place and plan to return!
B. M. · Estancia enero de 2022

Casa Bonita

3 bd· ba
5· 13

2674,00 $ USD total por 5 noches

12–17 sept 2026

Amazing location, great host, and perfect for a family vacation!
We had the most amazing stay at this beautiful house in Bradenton Beach for our family vacation! From the moment we arrived, everything exceeded our expectations. The home was clean, well decorated, and incredibly comfortable for a family vacation with kids — it truly felt like a home away from home. 🌴☀️ The location couldn’t have been better. It was an easy walk to the beach, and we loved being so close to Bridge St. The house itself was perfect for a family trip — plenty of space to spread out, a well-stocked kitchen, and great areas to hang out together after long days in the sun. The outdoor space was a huge highlight too — we had SO much fun in the pool! Kelly clearly put a lot of care into the property. Communication was smooth, check-in was easy, and she thought of all the little details that make a stay special. We made so many great memories here and would absolutely stay again. If you’re looking for the perfect spot for a relaxing beach getaway with family, this place is a total gem. Highly recommend! ⭐⭐⭐⭐⭐
Taylor · Estancia marzo de 2026

Condo with a View on Longboat Key

0 bd·1 ba
4.98· 122

1310,80 $ USD total por 3 noches

13–16 sept 2026

Wonderful stay — great location, one of best views in Florida. Our host provided exceptional service
My wife and I stayed here for a few days and loved it. The room was clean, with fresh sheets/towels. The view is spectacular. One of the best in Florida. Whether you’re on the balcony or the beach, you’re sure to get a perfect view of the ocean. There is also a little coffee shop just a few minute walk away, and several excellent seafood restaurants within a 10 minute drive + a publix! Our host, Heidi, went above and beyond. She ensured our check in, stay, and checkout was smooth. We had zero issues. I wish every host I’ve had was like Heidi! We were even given a little wedding gift (this was our honeymoon). She was very responsive by text to answer any questions. Our days consisted of mornings on the balcony, afternoons on the beach, a post beach cigar at sunset (Heidi even called the property management to make sure smoking was allowed on the balcony), and going out for dinner. Everything you could ask for. Overall, I highly recommend staying here if you’re looking to unwind, or just simply get away for a few days. Hope to be back soon!
L. S. · Estancia abril de 2021

The Surof House

2 bd·1 ba
5· 2

1869,45 $ USD total por 3 noches

7–10 sept 2026

Beautiful house in a perfect location!
A beautiful beach house in a prime location! Within walking distance to restaurants and shops! The house has everything you can think of for a relaxing stay! From beach supplies and towels to the outdoor shower, outdoor swing, a grill and full kitchen inside. The views are stunning from all the rooms and it has a beautiful wrap around deck for sunset! I would highly recommend staying here! I will be back!
Estancia agosto de 2025

Tropical Beach Condo!

1 bd·1 ba
5· 11

1153,60 $ USD total por 3 noches

21–24 sept 2026

Wonderful Vacation
If you’re thinking of booking this property, do it! You have beautiful views of the gulf. Steps away from the pool and beach. Beach was not crowded at all. We saw dolphins and manatees swim by! The condo is beautiful and spacious! The couch has a sleeper sofa for our son. Heidi is a wonderful host who truly makes you feel welcome! We will definitely be back!
Estancia junio de 2022

Condo With a View 4: On the Beach!

1 bd·1 ba
4.96· 26

1333,40 $ USD total por 3 noches

7–10 sept 2026

We had a great stay for our family babymoon! The condo was clean, easy to find, quiet, and just steps from the beach. The view from the 2nd floor balcony was beautiful, and the amenities were exactly as described. Our kids (8 & 4) slept comfortably on the pull-out couch, and the bed was perfectly firm for us. If you’re a shorter pregnant mama (like me at 5’2”), bring a stool to get on the bed. It’s no big deal if you’re prepared! We loved having both beach and pool access, plus nearby beaches and restaurants to explore on the island and mainland. Heidi was a great host! She was very responsive and thoughtful. We arrived late, and she dropped off some treats for us to find, which was a kind touch. We’d definitely stay here again!
S. · Estancia julio de 2025

Ground Floor, Direct Oceanview on LBK!

0 bd·1 ba
5· 28

1141,30 $ USD total por 3 noches

7–10 sept 2026

I had a wonderful stay at Heidi’s condo on Longboat Key! The condo was very clean, the bed and pillows were comfy, and it was decorated with a cheery beach theme. The condo had everything I needed to make my 4 night stay enjoyable and comfortable like dishes, cooking pans, toaster, coffee maker, cooking oil, paper towels, plenty of toilet paper, and bath and beach towels. I enjoyed lots of meals, sipping my coffee, and also reading a book out on the little patio while I enjoyed the ocean view and hearing the waves. You can walk down to the beach in less than a minute and what a beautiful beach it is. The location of the condo is a great spot in LBK with quick access to restaurants, grocery stores, and shopping areas, and I especially like that it’s not a heavily touristy area. Heidi herself made my stay special by bringing me some goodies on my first morning and checking in with me a few times during my stay. She is by far the best Airbnb host I’ve ever stayed with. I’ll be back!
T. · Estancia abril de 2025

Perfect Sarasota Getaway:Close to all /Heated Pool

3 bd·2 ba
4.89· 18

1406,85 $ USD total por 3 noches

7–10 sept 2026

We loved our stay! The pool area and game room were hits for all, especially the teenage boys in our group. The place was extremely clean, and the host was very responsive. We were a little worried about the close proximity of the airport, and yes, there are many large planes that fly close overhead, but we didn’t notice them much at night, so we just became accustomed to them during the day. We did have an issue with the guest bathroom not having hot water during our stay. The host came and tried to fix but was unsuccessful, so having to share a shower among six people was a little difficult. The body wash in the guest bathroom was empty, so you may want to make sure to bring your own toiletries (which we had, so not a huge deal). Also, we were given 2 laundry detergent pods, which didn’t go very far, so just something to consider bringing. Overall, we were very pleased with the house and host, and we would stay again (as long as the hot water issue has been remedied!)
K. · Estancia enero de 2025

Casas Recomendadas en Longboat Key

Propiedades seleccionadas que creemos que te encantarán en Longboat Key.

Panoramic Gulf View with Amazing Sunset.

1 bd·1 ba
4.87· 223

1266,73 $ USD total por 3 noches

23–26 sept 2026

Turtle Crawl Inn 63

0 bd·1 ba
4.74· 88

781,96 $ USD total por 3 noches

7–10 sept 2026

1116,44 $ USD 1071,92 $ USD total por 3 noches

12–15 sept 2026

25.878,00 $ USD total por 120 noches

7 sept 2026 – 5 ene 2027

1532,16 $ USD total por 3 noches

7–10 sept 2026

8425,50 $ USD total por 60 noches

7 sept – 6 nov 2026

12.700,00 $ USD total por 182 noches

7 sept 2026 – 8 mar 2027

Gulf Access

4 bd· ba

60.500,00 $ USD total por 30 noches

7 sept – 7 oct 2026

Por qué visitar Longboat Key

Descubre qué hace de Longboat Key un destino perfecto para alquileres vacacionales.

Pristine Beaches

Long stretches of white sand await you

Visit the stunning Coquina Beach, just 10 miles south, known for its powdery sand and vibrant sunsets. Perfect for sunbathing, picnicking, or simply relaxing.

Lush Mangrove Tunnels

Kayak through natural wonders

Explore the magical mangrove tunnels in the nearby Robinson Preserve, only 15 miles away. Ideal for kayaking, you might spot dolphins and manatees along the way.

Rich Local History

Discover Longboat Key's past

Visit the Longboat Key Historical Society, just minutes away, to learn about the island's intriguing heritage and its early settlers.

Delectable Seafood

Savor fresh, local flavors

Indulge at Chart House, famed for its locally sourced seafood, located just 2 miles from the city center. Don't miss their famous clam chowder.

Dónde alojarse en Longboat Key

Las mejores zonas y barrios para tu alquiler vacacional en Longboat Key.

Bay Isles

A secure gated community, offering boating access and the Longboat Key Club for golf and tennis enthusiasts.

Mejor para: luxury travelers, golf fans

Country Club Shores

Known for its waterfront properties, this area is perfect for boating and has easy access to Sarasota Bay.

Mejor para: families, boaters

Islandside

Home to the prestigious Longboat Key Golf Club, it offers beautiful beaches and upscale accommodation.

Mejor para: beach lovers, golfers

Longbeach Village

A charming historic neighborhood with quaint cottages and a vibrant arts scene. Don't miss the Mar Vista Dockside Restaurant.

Mejor para: culture seekers, foodies

Encuentra alquileres vacacionales en Longboat Key que se adapten a tu estilo

Condos, vacation homes, villas y más — elige el tipo de alquiler vacacional Longboat Key que deseas, y luego resérvalo directamente con el anfitrión.

alquileres vacacionales en Longboat Key con free WiFi, hot tub o air conditioning

Free WiFi, hot tub, air conditioning y más: cada alquiler vacacional en Longboat Key está listado por un anfitrión verificado y se puede reservar directamente, con el precio que estableció el anfitrión.

Principales atracciones en Longboat Key

Todas a poca distancia en coche de los alquileres vacacionales en Longboat Key.

Coquina Beach

Known for its white sand and turquoise waters, ideal for families. · 10 miles

Robinson Preserve

A beautiful nature reserve offering walking trails and kayaking opportunities. · 15 miles

Mote Marine Laboratory & Aquarium

Discover marine life exhibits just 6 miles away. · 6 miles

Euphemia Haye Restaurant

Celebrated for its unique blend of traditional and contemporary cuisine. · 3 miles

The Ringling Museum

Featuring an extensive art and circus history collection, only 12 miles away. · 12 miles

Longboat Key Golf Club

Offers two exceptional golf courses with stunning views. · 2 miles

Cómo llegar y moverse por Longboat Key

Reaching Longboat Key is easy from Sarasota-Bradenton Intl Airport, with convenient road access and local shuttles.

Airports
SARASOTA-BRADENTON INTERNATIONAL AIRPORT
Located 12 miles from Longboat Key, offering various domestic flights.
Driving
RENTAL CAR
Available at Sarasota Airport, providing flexibility to explore the island at your own pace.
TAXI & RIDESHARE
Taxis and services like Uber and Lyft are readily available throughout the area.
Cycling
BIKE RENTALS
Rent bikes locally, with dedicated lanes making it easy to explore the scenic beaches.

Alquileres vacacionales similares cerca de Longboat Key

Viviendas a menos de 60 millas de Longboat Key, de anfitriones verificados.

Condo in Beachfront Resort with Heated Pool

1 bd·1 ba
5· 29

614,72 $ USD total por 3 noches

13–16 sept 2026

Cancelación gratuita

Hart's Paradise @ Barefoot Beach

1 bd·1 ba
4.77· 82

759,67 $ USD total por 3 noches

17–20 sept 2026

Cancelación gratuita

Gorgeous Beach Home with heated pool

3 bd·3 ba
5· 7

1529,61 $ USD total por 3 noches

7–10 sept 2026

Tampa Event Compound, Hot Tub Bar

10 bd·10 ba
5· 48

21.590,00 $ USD 18.426,50 $ USD total por 7 noches

7–14 sept 2026

Funshine Sunset Beach - Steps from the beach!!

1 bd·1 ba
5· 142

499,08 $ USD 279,35 $ USD total por 3 noches

13–16 sept 2026

438,45 $ USD 239,26 $ USD total por 3 noches

7–10 sept 2026

Luxe Waterfront Home w/ PoolElevatorGulf Access

5 bd·4 ba
4.91· 11

3662,00 $ USD total por 4 noches

7–11 sept 2026

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

6 bd· ba
5· 55

4689,50 $ USD 4350,50 $ USD total por 3 noches

7–10 sept 2026

Mins to Anna Maria Beaches! Saltwater Pool/Hot Tub

3 bd·2 ba
5· 50

Craig House with Heated Pool

3 bd·2 ba
4.8· 107

1150,60 $ USD 1104,12 $ USD total por 5 noches

10–15 sept 2026

2384,30 $ USD total por 7 noches

24–31 oct 2026

Adorable Private Bungalow

2 bd·1 ba
4.81· 264

432,79 $ USD 416,90 $ USD total por 3 noches

7–10 sept 2026

  • Directo con el anfitrión

    Envía un mensaje al anfitrión antes de reservar. Haz preguntas, confirma detalles y trata con la persona que posee la propiedad.

  • Anfitriones verificados

    Cada anfitrión completa la verificación de identidad antes de que un anuncio se publique.

  • Precios desglosados

    Todos los cargos se muestran antes de pagar, incluido el API connection fee, cuando corresponde.

Preguntas frecuentes

Respuestas rápidas sobre la reserva de alquileres vacacionales en Longboat Key y lo que realmente significa la reserva directa en Houfy.

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