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Holiday homes in Longboat Key (Page 14)

Enjoy your stay and find the best Holiday homes in Longboat Key at affordable prices

Searching for a holiday home in Longboat Key (Florida)? Explore a great selection of vacation homes in Longboat Key to find the one that best fits to your needs, starting from $96.78 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Longboat Key and region (20 miles)
265 Gladiolus Home in Anna Maria, USA

265 Gladiolus Home

Holiday home in Anna Maria near Longboat Key, Florida
265 Gladiolus Home is located in Anna Maria, 33 km from John and Mable Ringling Museum of Art, 33 km from The John and Mable Ringling Museum of Art, a...
  • Parking
  • Dishwasher
  • Washing machine
  • Private bathroom
  • Kitchen

Superb 4 Reviews 9.5

from $289.20 Show details »

Secret Garden in Anna Maria, USA

Secret Garden

Holiday home in Anna Maria near Longboat Key, Florida
Secret Garden is set in Anna Maria, 800 metres from Anna Maria Island and 33 km from John and Mable Ringling Museum of Art, in an area where cycling c...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $310.00 Show details »

Holly Hideaway in Anna Maria, USA

Holly Hideaway

Holiday home in Anna Maria near Longboat Key, Florida
Situated in Anna Maria, Holly Hideaway features a private pool and free WiFi.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 2 Reviews 10.0

from $248.14 Show details »

Sarasota Bungalow with Pergola, Garden and Waterfalls! in Sarasota, USA

Sarasota Bungalow with Pergola, Garden a...

Holiday home in Sarasota near Longboat Key, Florida
Located in the centre of Sarasota, 7.7 km from John and Mable Ringling Museum of Art and 7.8 km from The John and Mable Ringling Museum of Art, Saraso...
  • Parking

no reviews

from $212.14 Show details »

Dog-Friendly Home with Yard about 6 Miles to the Beach! in Sarasota, USA

Dog-Friendly Home with Yard about 6 Mile...

Holiday home in Sarasota near Longboat Key, Florida
Situated in Sarasota, 7.4 km from John and Mable Ringling Museum of Art, 7.4 km from The John and Mable Ringling Museum of Art and 4.3 km from Sarasot...
  • Parking
  • Pets allowed
  • Shower
  • Bath
  • TV

Superb 2 Reviews 9.5

from $157.00 Show details »

Dream Maker in Anna Maria, USA

Dream Maker

Holiday home in Anna Maria near Longboat Key, Florida
Set in Anna Maria, 600 metres from Anna Maria Island and 33 km from John and Mable Ringling Museum of Art, Dream Maker offers accommodation with free ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Passable 4 Reviews 5.5

price on demand Show details »

Harmony House in Anna Maria, USA

Harmony House

Holiday home in Anna Maria near Longboat Key, Florida
Located in Anna Maria, 500 metres from Anna Maria Island and 33 km from John and Mable Ringling Museum of Art, Harmony House provides accommodation wi...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $496.67 Show details »

NEW TO MARKET -Townhome with 2 master suites WiFi Tennis Heated Community Pool Close to I-75 townhouse in Bradenton, USA

NEW TO MARKET -Townhome with 2 master su...

Holiday home in Bradenton near Longboat Key, Florida
Situated in Bradenton, 14 km from John and Mable Ringling Museum of Art and 14 km from The John and Mable Ringling Museum of Art, NEW TO MARKET -Townh...
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $216.48 Show details »

Shell Beach Home 209 in Sarasota, USA

Shell Beach Home 209

Holiday home in Sarasota near Longboat Key, Florida , 209 Faubel Street
Set in Sarasota, Shell Beach Home 209 offers a private pool.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • TV

no reviews

from $342.00 Show details »

Minnow 2 Villa in Anna Maria, USA

Minnow 2 Villa

Holiday home in Anna Maria near Longboat Key, Florida
Minnow 2 Villa is located in Anna Maria, 33 km from John and Mable Ringling Museum of Art, 33 km from The John and Mable Ringling Museum of Art, as we...

Pleasant 3 Reviews 7.0

from $265.61 Show details »

Shell Beach - The Treehouse 210 in Sarasota, USA

Shell Beach - The Treehouse 210

Holiday home in Sarasota near Longboat Key, Florida , 210 Ogden Street
Boasting a hot tub, Shell Beach - The Treehouse 210 is set in Sarasota.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 7.5

from $493.19 Show details »

New Rental 3 Bedroom Saltwater Pool Home Sleeps 6 Fenced Backyard home in Bradenton, USA

New Rental 3 Bedroom Saltwater Pool Home...

Holiday home in Bradenton near Longboat Key, Florida
Set in Bradenton, New Rental 3 Bedroom Saltwater Pool Home Sleeps 6 Fenced Backyard home offers accommodation with a private pool.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $224.11 Show details »

Blue Heron House home in Bradenton, USA

Blue Heron House home

Holiday home in Bradenton near Longboat Key, Florida
Boasting accommodation with a private pool, Blue Heron House home is situated in Bradenton.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $287.68 Show details »

Luxury Home in Downtown Sarasota, HTD POOL/Hot tub in Sarasota, USA

Luxury Home in Downtown Sarasota, HTD PO...

Holiday home in Sarasota near Longboat Key, Florida , 119 South Shade Avenue
Located 7.9 km from The John and Mable Ringling Museum of Art, Luxury Home in Downtown Sarasota, HTD POOL/Hot tub provides accommodation in Sarasota w...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

no reviews

from $454.00 Show details »

Next to Ed Smith Stadium, Close to Beaches & City in Sarasota, USA

Next to Ed Smith Stadium, Close to Beach...

Holiday home in Sarasota near Longboat Key, Florida , 2722 Bruce Lane
Within 8.1 km of The John and Mable Ringling Museum of Art and 4.1 km of Sarasota Opera, Next to Ed Smith Stadium, Close to Beaches & City features fr...
  • Parking
  • Pets allowed
  • Family rooms

no reviews

from $286.80 Show details »

Bradenton Home with Saltwater Pool, Spa and Lanai! in Bradenton, USA

Bradenton Home with Saltwater Pool, Spa...

Holiday home in Bradenton near Longboat Key, Florida
Boasting a hot tub, Bradenton Home with Lanai and Saltwater Pool and Spa! is situated in Bradenton.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $426.14 Show details »

LaRaya Retreat in Anna Maria, USA

LaRaya Retreat

Holiday home in Anna Maria near Longboat Key, Florida
Located in Anna Maria, 300 metres from Anna Maria Island and 33 km from John and Mable Ringling Museum of Art, LaRaya Retreat provides accommodation w...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 9 Reviews 7.3

from $449.71 Show details »

3 Bedroom 2 Bath Home Between Anna Maria Island and Siesta Key in Bradenton, USA

3 Bedroom 2 Bath Home Between Anna Maria...

Holiday home in Bradenton near Longboat Key, Florida , 4610 Runabout Way
Featuring a private pool and lake views, 3 Bedroom 2 Bath Home Between Anna Maria Island and Siesta Key is located in Bradenton.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 4 Reviews 9.3

from $354.90 Show details »

Home blocks from beach on siesta drive with pool Internal name: 617 in Sarasota, USA

Home blocks from beach on siesta drive w...

Holiday home in Sarasota near Longboat Key, Florida , 617 Siesta Drive
Located in Sarasota, Home blocks from beach on siesta drive with pool Internal name: 617 provides accommodation with a private pool and garden views.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $499.00 Show details »

Shangri La Retreat home in Bradenton, USA

Shangri La Retreat home

Holiday home in Bradenton near Longboat Key, Florida
Situated in Bradenton, Shangri La Retreat home features a private pool.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $476.26 Show details »

Seascapes Home in Anna Maria, USA

Seascapes Home

Holiday home in Anna Maria near Longboat Key, Florida
Situated in Anna Maria, 500 metres from Anna Maria Island, 33 km from John and Mable Ringling Museum of Art and 33 km from The John and Mable Ringling...

Pleasant 1 Reviews 7.0

from $277.50 Show details »

A Wave From It All home in Bradenton, USA

A Wave From It All home

Holiday home in Bradenton near Longboat Key, Florida
Boasting accommodation with a private pool, A Wave From It All home is situated in Bradenton.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $478.85 Show details »

PARADISE HOME NEAR IMG ACADEMY & SIESTA KEY BEACH in Bradenton, USA

PARADISE HOME NEAR IMG ACADEMY & SIESTA...

Holiday home in Bradenton near Longboat Key, Florida , 4539 Captiva Lane
Featuring pool views, PARADISE HOME NEAR IMG ACADEMY & SIESTA KEY BEACH provides accommodation with an outdoor swimming pool, a shared lounge and a te...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Superb 10 Reviews 9.2

from $382.33 Show details »

Sunny Sarasota Abode with Yard about 1 Mi to Dtwn! in Sarasota, USA

Sunny Sarasota Abode with Yard about 1 M...

Holiday home in Sarasota near Longboat Key, Florida
Boasting a spa bath, Sunny Sarasota Abode with Yard about 1 Mi to Dtwn! is set in Sarasota.
  • Parking

no reviews

from $222.67 Show details »

Sandy Oasis 5 bedroom with Pool Sarasota Bradenton in Bradenton, USA

Sandy Oasis 5 bedroom with Pool Sarasota...

Villa in Bradenton near Longboat Key, Florida , 4435 Useppa Drive
Set in Bradenton, just 14 km from John and Mable Ringling Museum of Art, Sandy Oasis 4-bedroom with Pool Sarasota/Bradenton offers accommodation with ...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Exceptional 15 Reviews 9.7

from $550.10 Show details »

Number of Holiday homes in Longboat Key 527
Number of guest ratings 1278
Average price per night $445.79
Lowest price per night $96.78
Highest price per night $1.286.88

Most popular Holiday-homes in Longboat Key

The most popular Holiday-homes in Longboat Key based on average guest rating (Top 10).

Cheapest Holiday-homes in Longboat Key

The cheapest Holiday-homes in Longboat Key based on room rate per night (Top 10).

Most booked Holiday-homes in Longboat Key

The most booked Holiday-homes in Longboat Key based on popularity with guests (Top 10).

Holiday homes in Longboat Key (Florida), comfortable and familiar

Staying in a holiday or vacation home in Longboat Key can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Longboat Key for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Longboat Key should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com