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Holiday Homes in Longboat Key

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Holiday Homes for every style

Find the right holiday home for you in Longboat Key

The best holiday homes in Longboat Key

Check out our pick of great holiday homes in Longboat Key

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Beautiful house with jacuzzi near AnnaMariaIsland

Bradenton (Near Longboat Key)

Featuring air-conditioned accommodation with a patio, Beautiful house with jacuzzi near AnnaMariaIsland is set in Bradenton.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 5 reviews
Price from
US$174.25
1 night, 2 adults
Check availability

NEW Renovated luxury home with private heated pool, game room Near Anna Maria Island and IMG

Bradenton (Near Longboat Key)

Situated in Bradenton, NEW Renovated luxury home with private heated pool, game room Near Anna Maria Island and IMG features accommodation with private pool, free WiFi and free private parking for...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 7 reviews
Price from
US$270
1 night, 2 adults
Check availability

AMI, IMG, Dogsitting, Boats, Snorkeling, Fishing, Beach, Bikes, Golf, Hottub, BBQ, SRQ

Bradenton (Near Longboat Key)

AMI, IMG, Dogsitting, Boats, Snorkeling, Fishing, Beach, Bikes, Golf, Hottub, BBQ, SRQ is a recently renovated holiday home in Bradenton, where guests can make the most of its spa and wellness centre...

O
Osvaldo
From
United States
The house comfort. The welcoming touch it has.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 16 reviews
Price from
US$427.50
1 night, 2 adults
Check availability

Vera’s vacation

Bradenton (Near Longboat Key)

Vera’s vacation is a recently renovated holiday home in Bradenton, where guests can makes the most of its outdoor swimming pool, garden and barbecue facilities. A hot tub is available for guests.

b
bonnie
From
United States
Location was great. House and yard were nice. Host was available if there were any questions. Televisions in every bedroom were a bonus. Use of washer and dryer was a plus.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 35 reviews
Price from
US$266.48
1 night, 2 adults
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Pool home on the Bay, large private yard near AMI

Bradenton (Near Longboat Key)

Pool home on the Bay, large private yard near AMI is a recently renovated holiday home in Bradenton, where guests can makes the most of its outdoor swimming pool, private beach area and garden.

R
Regla
From
United States
The house is spacious, very clean, has everything you need. The owner's attention was wonderful, he always responds quickly. The beach is in front and Ana Maria is 4 minutes away. We loved the whole place. The house, the beds were very comfortable, lots of space, everything was wonderful. We hope to see you again soon.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 18 reviews
Price from
US$297
1 night, 2 adults
Check availability

Downtown Getaway Casita

Bradenton (Near Longboat Key)

Downtown Getaway Casita, a property with a garden and barbecue facilities, is set in Bradenton, 12 km from Sarasota International Convention Center, 13 km from John And Mable Ringling Museum Of Art,...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 8 reviews
Price from
US$94.52
1 night, 2 adults
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The Sapphire Suite

Sarasota (Near Longboat Key)

Situated in Sarasota, 600 metres from Indian Beach and 1.9 km from The John And Mable Ringling Museum Of Art, The Sapphire Suite offers a garden and air conditioning.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 12 reviews
Price from
US$93
1 night, 2 adults
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Sapphire Shores Arcadia

Sarasota (Near Longboat Key)

Set in Sarasota in the Florida region, with Indian Beach and The John And Mable Ringling Museum Of Art nearby, Sapphire Shores Arcadia provides accommodation with free private parking.

I
Istvan
From
United Kingdom
Beautiful design, great little accommodation, ideal for a sort trip. Quite area. Great host!
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 25 reviews
Price from
US$87
1 night, 2 adults
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Bradenton Escape with Private Heated Pool

Bradenton (Near Longboat Key)

Located in Bradenton, Bradenton Escape with Private Heated Pool provides accommodation with private pool, free WiFi and free private parking for guests who drive.

L
LorenzoMio
From
Italy
The house is beautiful and located in a nice neighborhood. There is plenty of space, a very well equipped kitchen with many tools, 3 large rooms and nice living room. The best part is the pool on the back, our kids loved it. For a travelling family was very good to have washing and drying machines in the house. The owners were super responsive and we can see the passion they have in managing the house and take care of the host.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 26 reviews
Price from
US$164.48
1 night, 2 adults
Check availability

Blissful Bay at Bayside Bungalow

Anna Maria (Near Longboat Key)

Boasting air-conditioned accommodation with a patio, Blissful Bay at Bayside Bungalow is situated in Anna Maria. This villa features free private parking, a 24-hour front desk and free WiFi.

P
Patrik
From
Switzerland
Fantastic apartement! Wonderful interior design and great location .
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 7 reviews
Price from
US$474.65
1 night, 2 adults
Check availability
All holiday homes in Longboat Key

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Longboat Key and surroundings in the past month

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Great access to the city centre. Check these holiday homes in Longboat Key and nearby

Enjoy breakfast in Longboat Key and nearby

  • Featuring air-conditioned accommodation with a terrace, Kayaks, Bikes and Bay Access Bradenton Escape! is set in Bradenton.

  • Featuring air-conditioned accommodation with a patio, Whispering Palms! Private canal side dock and pool with spa! is set in Bradenton.

  • Set in Bradenton, 19 km from The John And Mable Ringling Museum Of Art and 10 km from Greens Of Manatee Golf Club, Coral Breeze! Beautiful waterfront pool home with spa!

  • Coral Shores

    Bradenton
    Breakfast options

    Located in Bradenton, Coral Shores provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • On Island Time

    Bradenton
    Breakfast options

    Set in Bradenton, On Island Time offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Sea La Vie

    Bradenton
    Breakfast options

    Set in Bradenton, Sea La Vie offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Beach Bliss

    Bradenton
    Breakfast options

    Featuring air-conditioned accommodation with a private pool, Beach Bliss is located in Bradenton.

  • Lakeview

    Bradenton
    Breakfast options

    Featuring air-conditioned accommodation with a private pool, Lakeview is set in Bradenton. It is situated 17 km from John And Mable Ringling Museum Of Art and offers an ATM.

Save money on holiday homes in Longboat Key and nearby – budget options available

  • Blue Lagoon

    Bradenton
    Budget options available

    Boasting air-conditioned accommodation with a private pool, Blue Lagoon is set in Bradenton.

  • Tropical Reef

    Bradenton
    Budget options available

    Boasting air-conditioned accommodation with a private pool, Tropical Reef is situated in Bradenton. It is located 18 km from John And Mable Ringling Museum Of Art and features an ATM.

  • Paradise Cove

    Bradenton
    Budget options available

    Boasting air-conditioned accommodation with a private pool, Paradise Cove is situated in Bradenton. Featuring lake and pool views, this holiday home also includes free WiFi.

  • Sandpiper

    Bradenton
    Budget options available
    Scored out of 10, guest rating 10
    Exceptional - What previous guests thought, 1 review

    Set in Bradenton, 17 km from Sarasota International Convention Center and 17 km from John And Mable Ringling Museum Of Art, Sandpiper offers air-conditioned accommodation with a patio and free WiFi.

  • Florida Breeze

    Bradenton
    Budget options available

    Boasting air-conditioned accommodation with a private pool, Florida Breeze is situated in Bradenton.

  • Scored out of 10, guest rating 10
    Exceptional - What previous guests thought, 10 reviews

    Located in Bradenton, 19 km from The John And Mable Ringling Museum Of Art and 11 km from Greens Of Manatee Golf Club, 2 Mi to Bradenton Beach Water-View Home with BBQ offers air conditioning.

  • Scored out of 10, guest rating 10
    Exceptional - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a terrace, Pet-Friendly Bradenton Home about 3 Mi to Cortez Beach is located in Bradenton.

  • Set in Bradenton, Casa Palmera by SkyRun Anna Maria offers accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Holiday Homes with swimming pools in Longboat Key and nearby

  • Scored out of 10, guest rating 9.9
    Exceptional - What previous guests thought, 20 reviews

    Boasting air-conditioned accommodation with a patio, Bayview Pointe is situated in Cortez. The property features river and garden views, and is 1.5 km from Cortez Beach.

    From US$855.60 per night

  • Situated in Bradenton, Beach and Sports Haven with Pool near AMI and IMG Academy features accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$455.85 per night
  • Scored out of 10, guest rating 10
    Exceptional - What previous guests thought, 1 review

    Located in Bradenton Beach, a few steps from Bradenton Beach and 23 km from The John And Mable Ringling Museum Of Art, Beachfront Waves offers air conditioning.

  • Situated in Bradenton Beach, Beachfront Paradise - direct access to the Gulf is a recently renovated accommodation, a few steps from Bradenton Beach and 24 km from The John And Mable Ringling Museum...

    From US$5,141.05 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 6 reviews

    Situated in Bradenton, 18 km from Sarasota International Convention Center and 18 km from John And Mable Ringling Museum Of Art, The Sapphire Sea Star offers air conditioning.

  • Featuring air-conditioned accommodation with a private pool, Royal Blue Dreams flexible rental near Anna Maria Island is located in Bradenton.

  • Situated in Bradenton, The Papaya House features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Boasting air-conditioned accommodation with a private pool, Mahi Manor - by Cheerful Rentals is situated in Bradenton.

Research, refine and make plans for your whole trip

Holiday Homes in Florida

Widen your search and check out the best holiday homes in the surrounding area.

Holiday Homes in Florida Gulf Coast

Extend your search and explore the surrounding area.

Hotels in Longboat Key

More great accommodation options for your trip.

Hotels near Lido Beach

Hotels close to a popular local landmark.

Hotels near The John and Mable Ringling Museum of Art

Hotels close to a popular local landmark.

Holiday Homes in Bradenton

Find more hotels in a city close to Bradenton.

Holiday Homes in Sarasota

Flexible on where to stay? Look up holiday homes in nearby Sarasota, not too far from Longboat Key.

Hotels near Sarasota Bradenton International Airport

Perfect for a late arrival or early departure.

Hotels near Tampa International Airport

Perfect for a late arrival or early departure.