Compare Vacation Rentals & Airbnb in Longboat Key, FL

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Longboat Key, FL vacation rentals
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2233 Rentals and Airbnb in Longboat Key, FL

Best family friendly Longboat Key, FL vacation rentals

Among the 2233 accommodations in Longboat Key, FL, here are the 4 best family friendly rentals

Angie's Place! 2br/2ba, Top Unit, Shared Heated Pool & A View Of The Gulf! - Longboat Key, FL
9.8 111 reviews

Angie's Place! 2br/2ba, Top Unit, Shared Heated Pool & A View Of The Gulf!

apartment, Bradenton Beach
Angie's Place is a charming two-bedroom cottage situated just across the street from Coquina Beach, one of Bradenton Beach's most popular beaches, and a short walk from Bridge Street, a lively area with shops and restaurants. This highly rated property offers a peaceful retreat for families and couples seeking a relaxing beach getaway.
This 93 square metre cottage comfortably sleeps four guests and has a fully equipped kitchen, two bathrooms, and a terrace. Enjoy access to a shared pool, a private balcony, and free Wi-Fi, plus the convenience of a washing machine and dryer.
Bay Views Galore: Relax, Explore, Enjoy! - Longboat Key, FL
9.4 11 reviews

Bay Views Galore: Relax, Explore, Enjoy!

apartment, Longboat Key
This waterfront flat is located just 4.8 kilometres from Cannons Marina and Longboat Key Beaches, with Jewfish Key and Coquina Beach within a 4.8 kilometre radius. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious two-bedroom, two-bathroom flat offers 144 square metres of living space and comfortably accommodates four guests. The apartment features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, parking, and free Wi-Fi, making it ideal for families or groups seeking a relaxing and enjoyable holiday.
Relaxing Unit Near Img & Beaches - Longboat Key, FL
10 7 reviews

Relaxing Unit Near Img & Beaches

apartment, Bayshore Gardens
This two-bedroom flat in Bayshore Gardens offers convenient access to IMG Academy (11 kilometres), Coquina Beach and Anna Maria Island (32 kilometres), and SRQ International Airport (18 kilometres).
This family-friendly accommodation provides a private entrance, driveway parking, air conditioning, and a full kitchen with a fridge, freezer, and microwave, ideal for travellers seeking a comfortable stay with fast Wi-Fi and smart TV.
Quiet Cozy Home Near Anna Maria Island, Robinson Preserve, Desoto Ntl Monument - Longboat Key, FL
9.8 92 reviews

Quiet Cozy Home Near Anna Maria Island, Robinson Preserve, Desoto Ntl Monument

apartment, West Bradenton
This Palma Sola holiday home in West Bradenton, Florida, is conveniently located near the De Soto National Memorial (0.8 km), Robinson Preserve (2.4 km), and Anna Maria Island (8 km).
The 84-square-metre property boasts three bedrooms, two bathrooms, sleeps four guests, and includes a well-equipped kitchen, garden, and outdoor amenities such as a lanai, gas grill, and fire pit.

Best Longboat Key, FL vacation rentals with a pool

Among the 2233 accommodations in Longboat Key, FL, here are the 4 best rentals with a pool

1920's Cottage Rebuilt W/bird Perch 450' To Bay! - Longboat Key, FL
No reviews

1920's Cottage Rebuilt W/bird Perch 450' To Bay!

apartment, Longboat Key
This historic 1920s coastal cottage, a three-bedroom, three-bathroom property accommodating six guests, is situated a short walk from boat ramps, piers, and the sugar-sand Gulf beaches, with nearby bars and cafes in Longboat Key.
The private guest house, featuring a balcony, complements the main residence's luxurious outdoor amenities, including a heated swimming pool, jacuzzi, and a lagoon, all within a beautifully landscaped, fully gated tropical yard.
No Longer Available! Spacious 2-br/2 Bath Condo At Seaplace In Longboat Key, Fl - Longboat Key, FL
No reviews

No Longer Available! Spacious 2-br/2 Bath Condo At Seaplace In Longboat Key, Fl

apartment, Longboat Key
This Seaplace condo offers direct access to 0.8 kilometres of Gulf beachfront and is situated on Longboat Key, providing proximity to St. Armands Circle and the Mall at University Town Centre, with easy access to Longboat Key Beaches and Lido Beach.
This 116 square metre, two-bedroom, two-bathroom apartment accommodates up to six guests and features a private screened lanai, two swimming pools, two tennis courts, a clubhouse, and a fitness room within the Seaplace community.
Coastal Comfort - Beach Castle #23 By Rva - Longboat Key, FL
10 65 reviews

Coastal Comfort - Beach Castle #23 By Rva

apartment, Longboat Key
This waterfront apartment building is situated on Longboat Key, just 1.6 kilometres from Longboat Key Beaches and Cannons Marina, and 4.8 kilometres from Jewfish Key. It has received excellent ratings for location, cleanliness and overall user experience.
The apartment is on the ground floor and has one bedroom, one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen, a sofa bed, a TV with a DVD player, a spa tub, a terrace, access to a swimming pool, a jacuzzi, a tennis court, laundry facilities, barbecue grills, and parking.
Silver Sands #251a - Longboat Key, FL
8.0 1 review

Silver Sands #251a

house, Longboat Key
This beachfront apartment in Longboat Key offers direct access to Longboat Key Beach and is situated 24 kilometres from the John and Mable Ringling Museum of Art and 27 kilometres from the Sarasota International Convention Centre.
This accommodation for three guests features a kitchen with a fridge and microwave, air conditioning, a swimming pool, a balcony, a fitness centre, a tennis court, and parking, with free Wi-Fi and facilities for guests with disabilities.

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Best Longboat Key, FL vacation rentals with a balcony

Bungalow A - Longboat Key, FL
9.4 31 reviews

Bungalow A

house, Bradenton Beach
Bungalow A is a two-bedroom property in Bradenton Beach, Florida, a 17-minute walk from Cortez Beach and a 2-minute walk from the town centre, situated approximately 1.6km from Holmes Beach.
This 83-square-metre holiday home sleeps up to 11 guests and boasts a fully equipped kitchen, private swimming pool, garden, and free Wi-Fi; nearby attractions include Anna Maria City Pier (8.4km) and the John and Mable Ringling Museum of Art (22.5km).
Silver Sands #255 - Longboat Key, FL
No reviews

Silver Sands #255

house, Longboat Key
This holiday home, Silver Sands #255, is located in Longboat Key, a mere stroll from the beach and 24 kilometres from the John and Mable Ringling Museum of Art.
This property offers accommodation for up to seven guests, featuring a private swimming pool, a terrace with sea views, and direct access to Longboat Key Beach, with complimentary WiFi and private parking available.
Heated Pool -Game Room- King Suites- Family Ready-firepit - Longboat Key, FL
10 3 reviews

Heated Pool -Game Room- King Suites- Family Ready-firepit

house, Bayshore Gardens
This detached house is located in Bayshore Gardens, approximately 8.4 kilometres from Sarasota International Convention Centre and John and Mable Ringling Museum of Art, and 7.7 kilometres from Greens of Manatee Golf Club.
This spacious 204 square metre residence offers four bedrooms, three bathrooms, and accommodates up to 19 guests, boasting a private swimming pool, sun terrace, well-equipped kitchen, and on-site entertainment including billiards and table tennis, with bike rental available for exploring the surrounding area.
Adorable Beachfront Studio, Private Beach, Originally Part Of Starfish Motel - Longboat Key, FL
9.8 13 reviews

Adorable Beachfront Studio, Private Beach, Originally Part Of Starfish Motel

studio, Longboat Key
This beachfront apartment on Longboat Key is situated just a few steps from Longboat Key's beaches and within 9.6km of Lido Beach and Cannons Marina.
This 46-square-metre two-bedroom, one-bathroom flat sleeps four guests and boasts a private balcony, free Wi-Fi, a fully equipped kitchen including oven and microwave, a washing machine, and access to on-site amenities such as a playground and barbecue grills.

Best Longboat Key, FL vacation rentals with parking

Gulfront Views!  Beachfront Bargain Hunt Nominated - Longboat Key, FL
9.6 141 reviews

Gulfront Views! Beachfront Bargain Hunt Nominated

apartment, Longboat Key
This beachfront apartment is situated directly on Longboat Key, offering unparalleled access to the white-sand beaches and turquoise waters. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment features a comfortable layout with a queen-sized Murphy bed and a sleeper sofa, comfortably accommodating up to four guests. It offers a full-size kitchen, air conditioning, a swimming pool, and parking, ensuring a comfortable and enjoyable stay.
Unit #315 Sand Cay Beach Resort Gulf View - Longboat Key, FL
9.2 48 reviews

Unit #315 Sand Cay Beach Resort Gulf View

apartment, Longboat Key
This Longboat Key beachfront apartment, located 0.3km from Longboat Key Beaches and 3.2km from Cannons Marina, offers direct beach access and proximity to Coquina Beach and Bradenton Beach (within 9.6km).
The two-bedroom, two-bathroom property sleeps six, features a private balcony, fully equipped kitchen including a dishwasher, and amenities such as a swimming pool, tennis court, and parking; housekeeping is available on request.
Pelican Harbour, Beach Club T2 - Longboat Key, FL
No reviews

Pelican Harbour, Beach Club T2

house, Longboat Key
Pelican Harbour, Beach Club T2 is a holiday flat in Longboat Key, located 640 metres from Longboat Key Beach and 21 kilometres from the John and Mable Ringling Museum of Art.
This property sleeps seven guests, offering two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a balcony, and private parking, with facilities for disabled persons and cycling opportunities nearby.
Unit #320 Sand Cay Beach Resort Gulf Front - Longboat Key, FL
9.0 51 reviews

Unit #320 Sand Cay Beach Resort Gulf Front

apartment, Longboat Key
This Longboat Key beachfront apartment, 0.3km from Longboat Key Beaches and 3.2km from Cannons Marina, offers direct beach access and proximity to Coquina Beach and Bradenton Beach within 9.6km.
The two-bedroom, two-bathroom flat sleeps four, features a private balcony with ocean views, a fully equipped kitchen including a dishwasher, and access to a swimming pool, tennis court, and garden; housekeeping is available on request.
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