Best Longboat Key Vacation Rentals
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Guest favorite
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Private beach
Sea Club I
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tennis
- Pool with view
Sea Club I Apartment Longboat Key is located in Longboat Key, approximately a 10-minute ride from the protected island "Joan M Durante Community Park", and offers guests a heated pool and a tennis centre. Just 100 metres from a private beach, the apartment is nestled in the beach area of Longboat Key.
Make your stay at the property more exciting by joining in lawn tennis. Sea Club I Apartment opens onto a terrace.
Sea Club I
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tennis
- Pool with view
Sea Club I
Sea Club I Apartment Longboat Key is located in Longboat Key, approximately a 10-minute ride from the protected island "Joan M Durante Community Park", and offers guests a heated pool and a tennis centre. Just 100 metres from a private beach, the apartment is nestled in the beach area of Longboat Key.
Make your stay at the property more exciting by joining in lawn tennis. Sea Club I Apartment opens onto a terrace.
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Beach access
Las Hermanas 1
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Fitness centre
- Sun loungers
To enjoy your vacation in Longboat Key, stay at the spacious 47 m² Las Hermanas 1 Longboat Key apartment, which is around a 15-minute drive from Asolo Theatre and within 7 km of The Powel Crosley Estate Event Venue. The apartment features Wi-Fi, along with parking for guests travelling by car.
Las Hermanas 1 apartment boasts a range of luxurious amenities, including spa therapy, playground, and a golf course for the ultimate relaxation experience. Thanks to access to fitness classes, guests can diversify their leisure.
Las Hermanas 1
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Fitness centre
- Sun loungers
Las Hermanas 1
To enjoy your vacation in Longboat Key, stay at the spacious 47 m² Las Hermanas 1 Longboat Key apartment, which is around a 15-minute drive from Asolo Theatre and within 7 km of The Powel Crosley Estate Event Venue. The apartment features Wi-Fi, along with parking for guests travelling by car.
Las Hermanas 1 apartment boasts a range of luxurious amenities, including spa therapy, playground, and a golf course for the ultimate relaxation experience. Thanks to access to fitness classes, guests can diversify their leisure.
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Top location
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Private beach
Little Gull Cottages By Coolvacay
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Billiard tables
- Heated swimming pool
Little Gull Cottages By Coolvacay Longboat Key apartment lies in a beach area of Longboat Key, merely 0.8 km from the protected island "Joan M Durante Community Park". The apartment provides guests with sea views and a private beach area.
Additionally, snorkelling, billiard, and fisheries can be arranged in the vicinity of the property. Access to a heated pool ensures a more relaxing stay.
Little Gull Cottages By Coolvacay
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Billiard tables
- Heated swimming pool
Little Gull Cottages By Coolvacay
Little Gull Cottages By Coolvacay Longboat Key apartment lies in a beach area of Longboat Key, merely 0.8 km from the protected island "Joan M Durante Community Park". The apartment provides guests with sea views and a private beach area.
Additionally, snorkelling, billiard, and fisheries can be arranged in the vicinity of the property. Access to a heated pool ensures a more relaxing stay.
Cheap Longboat Key Vacation Rentals
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Great deal
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Beach access
Las Hermanas 4
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Fitness centre
- Garden area
Las Hermanas 4 Longboat Key apartment features a beachfront location approximately 7 km from The Ringling Museum and hosts up to 2 guests. Set on the beachfront, the apartment offers Wi-Fi and a private garden.
Enriching their stay, guests can use spa therapy, playground, and a golf course, and even partake in fitness classes. Sports enthusiasts will appreciate activities like windsurfing, snorkelling, and horseback riding offered at the apartment.
Las Hermanas 4
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Fitness centre
- Garden area
Las Hermanas 4
Las Hermanas 4 Longboat Key apartment features a beachfront location approximately 7 km from The Ringling Museum and hosts up to 2 guests. Set on the beachfront, the apartment offers Wi-Fi and a private garden.
Enriching their stay, guests can use spa therapy, playground, and a golf course, and even partake in fitness classes. Sports enthusiasts will appreciate activities like windsurfing, snorkelling, and horseback riding offered at the apartment.
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Private beach
Laplaya 202E Catch The Gentle Gulf Breezes On Your Private Balcony Beneath The Swaying Palms
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Ironing facilities
- Heated swimming pool
Laplaya 202E Apartment Longboat Key features a prime location a 10-minute drive from the non-denominational church "Island Chapel" and hosts up to 4 guests. For those travelling by car, this apartment offers a car park on site.
A swimming pool can be found on the premises.
Laplaya 202E Catch The Gentle Gulf Breezes On Your Private Balcony Beneath The Swaying Palms
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Ironing facilities
- Heated swimming pool
Laplaya 202E Catch The Gentle Gulf Breezes On Your Private Balcony Beneath The Swaying Palms
Laplaya 202E Apartment Longboat Key features a prime location a 10-minute drive from the non-denominational church "Island Chapel" and hosts up to 4 guests. For those travelling by car, this apartment offers a car park on site.
A swimming pool can be found on the premises.
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Private beach
Beach And Sunset View From Your Balcony
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
The spacious Beach And Sunset View From Your Balcony Longboat Key apartment is located 4.5 km from the non-denominational church "Island Chapel" and 10 minutes' drive from Longboat Key Club Moorings Marina. Guests will enjoy Wi-Fi, and private parking provided on site.
This property offers remarkable onsite amenities, including a picnic area and a golf course for guests to unwind and rejuvenate. A range of activities, such as mini golf and fisheries are offered in the area. The apartment also offers outdoor furniture on its balcony.
Beach And Sunset View From Your Balcony
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Beach And Sunset View From Your Balcony
The spacious Beach And Sunset View From Your Balcony Longboat Key apartment is located 4.5 km from the non-denominational church "Island Chapel" and 10 minutes' drive from Longboat Key Club Moorings Marina. Guests will enjoy Wi-Fi, and private parking provided on site.
This property offers remarkable onsite amenities, including a picnic area and a golf course for guests to unwind and rejuvenate. A range of activities, such as mini golf and fisheries are offered in the area. The apartment also offers outdoor furniture on its balcony.
Pet Friendly Vacation Rentals Longboat Key
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Private beach
The Beach On Longboat Key
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Entertainment
- Pool with view
Located 10 minutes' drive from the protected island "Joan M Durante Community Park", The Beach On Longboat Key apartment features a heated pool with a pool cover. Guests will enjoy Wi-Fi, and a car park provided on site.
The added luxury of a sun deck, a picnic area, and a golf course will add to the ultimate relaxation experience. Activities like snorkelling and mini golf are available for guests to make their stay more memorable.
The Beach On Longboat Key
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Entertainment
- Pool with view
The Beach On Longboat Key
Located 10 minutes' drive from the protected island "Joan M Durante Community Park", The Beach On Longboat Key apartment features a heated pool with a pool cover. Guests will enjoy Wi-Fi, and a car park provided on site.
The added luxury of a sun deck, a picnic area, and a golf course will add to the ultimate relaxation experience. Activities like snorkelling and mini golf are available for guests to make their stay more memorable.
Harbor Villa Club 309
- Cookware/ Kitchen utensils
- Air conditioning
- Laundry
- Heating
- Tennis court
- Terrace
The spacious 1-bedroom Harbor Villa Club 309 Longboat Key is situated in Longboat Key, nearly a 10-minute drive from the Long Coquina Public Swimming Beach, and offers spa amenities such as a Jacuzzi. Only 1.9 km from the apartment you will find the protected island "Joan M Durante Community Park".
The area surrounding Harbor Villa Club 309 offers a variety of activities, including windsurfing, snorkelling, and horseback riding.
Harbor Villa Club 309
- Cookware/ Kitchen utensils
- Air conditioning
- Laundry
- Heating
- Tennis court
- Terrace
Harbor Villa Club 309
The spacious 1-bedroom Harbor Villa Club 309 Longboat Key is situated in Longboat Key, nearly a 10-minute drive from the Long Coquina Public Swimming Beach, and offers spa amenities such as a Jacuzzi. Only 1.9 km from the apartment you will find the protected island "Joan M Durante Community Park".
The area surrounding Harbor Villa Club 309 offers a variety of activities, including windsurfing, snorkelling, and horseback riding.
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Beach access
Paradise Villa #111 On Longboat
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Outdoor swimming pool
To enjoy your vacation in Longboat Key, stay at the spacious 120 m² Paradise Villa #111 On Longboat Longboat Key, which is a mere 600 metres from the non-denominational church "Island Chapel" and about a 10-minute drive from Beach Market at Coquina Beach. The 2-bedroom apartment features Wi-Fi, along with parking for guests travelling by car.
Other facilities at this apartment include a picnic area and a golf course. The availability of a hot tub at the apartment ensures a more enjoyable experience. Access to an outdoor swimming pool ensures a more relaxing stay.
Paradise Villa #111 On Longboat
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Outdoor swimming pool
Paradise Villa #111 On Longboat
To enjoy your vacation in Longboat Key, stay at the spacious 120 m² Paradise Villa #111 On Longboat Longboat Key, which is a mere 600 metres from the non-denominational church "Island Chapel" and about a 10-minute drive from Beach Market at Coquina Beach. The 2-bedroom apartment features Wi-Fi, along with parking for guests travelling by car.
Other facilities at this apartment include a picnic area and a golf course. The availability of a hot tub at the apartment ensures a more enjoyable experience. Access to an outdoor swimming pool ensures a more relaxing stay.
Longboat Key Vacation Rentals Oceanfront
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Private beach
Step From The Beach.Renovated Ground Floor Unit 63
- BBQ facilities
- Security
- Air conditioning
- Flat-screen TV
- Laundry
- Terrace
To enjoy your vacation in Longboat Key, stay at the 1-bedroom Step From The Beach.Renovated Ground Floor Unit 63 Longboat Key apartment, which is 3.1 km from the protected island "Joan M Durante Community Park" and within 10 minutes' drive of Longboat Key Club Moorings Marina. Along with a private beach area the apartment also has garden vistas.
Various sport options, such as mini golf and cycling, are provided in the area.
Step From The Beach.Renovated Ground Floor Unit 63
- BBQ facilities
- Security
- Air conditioning
- Flat-screen TV
- Laundry
- Terrace
Step From The Beach.Renovated Ground Floor Unit 63
To enjoy your vacation in Longboat Key, stay at the 1-bedroom Step From The Beach.Renovated Ground Floor Unit 63 Longboat Key apartment, which is 3.1 km from the protected island "Joan M Durante Community Park" and within 10 minutes' drive of Longboat Key Club Moorings Marina. Along with a private beach area the apartment also has garden vistas.
Various sport options, such as mini golf and cycling, are provided in the area.
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Private beach
Gulf And Beach View Apartment 403
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Heated swimming pool
Featuring a sunbathing terrace, a picnic area, and a golf course for guests' enjoyment, Sunset And Beach View From Your Balcony Unit 403 Longboat Key villa is situated around a 5-minute walk from a private beach. Located about 3 km from the protected island "Joan M Durante Community Park", this 1-bedroom holiday home provides Wi-Fi and a private parking lot.
You can indulge in an outdoor swimming pool or rent bicycles and explore the beauty of Longboat Key. Guests can enjoy mini golf and fisheries on site.
Gulf And Beach View Apartment 403
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf course
- Heated swimming pool
Gulf And Beach View Apartment 403
Featuring a sunbathing terrace, a picnic area, and a golf course for guests' enjoyment, Sunset And Beach View From Your Balcony Unit 403 Longboat Key villa is situated around a 5-minute walk from a private beach. Located about 3 km from the protected island "Joan M Durante Community Park", this 1-bedroom holiday home provides Wi-Fi and a private parking lot.
You can indulge in an outdoor swimming pool or rent bicycles and explore the beauty of Longboat Key. Guests can enjoy mini golf and fisheries on site.
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Private beach
Gulf Tides Of Longboat Key By Coolvacay
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tennis court
- Heated swimming pool
Gulf Tides Of Longboat Key By Coolvacay Apartment lies in a beach area, within a 6-km distance of Islandside Golf Club and around a 25-minute stroll from Longboat Key Club Moorings Marina. The apartment features Wi-Fi, along with private parking for guests travelling by car.
Make your stay at the apartment more exciting by joining in lawn tennis.
Gulf Tides Of Longboat Key By Coolvacay
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tennis court
- Heated swimming pool
Gulf Tides Of Longboat Key By Coolvacay
Gulf Tides Of Longboat Key By Coolvacay Apartment lies in a beach area, within a 6-km distance of Islandside Golf Club and around a 25-minute stroll from Longboat Key Club Moorings Marina. The apartment features Wi-Fi, along with private parking for guests travelling by car.
Make your stay at the apartment more exciting by joining in lawn tennis.
Longboat Key Vacation Rentals with Private Pool
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Beach access
Its A Shore Thing
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Golf centre
- Heated swimming pool
Offering a heated pool, Its A Shore Thing Longboat Key apartment is situated 11 minutes' walk from the protected island "Joan M Durante Community Park". Wi-Fi and a car park are provided for guests' utmost comfort.
You can join sports activities organised by this property, such as snorkelling, snow skiing, and cycling.
Its A Shore Thing
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Golf centre
- Heated swimming pool
Its A Shore Thing
Offering a heated pool, Its A Shore Thing Longboat Key apartment is situated 11 minutes' walk from the protected island "Joan M Durante Community Park". Wi-Fi and a car park are provided for guests' utmost comfort.
You can join sports activities organised by this property, such as snorkelling, snow skiing, and cycling.
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Private beach
Laplaya 101E-Relax On Your Private Lanai Under The Palms!
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ironing facilities
- Heated swimming pool
Laplaya 101E Apartment Longboat Key is located 10 minutes by car from the protected island "Joan M Durante Community Park" and 4.6 km from Christ Church of Longboat Key. The apartment has parking on site.
Laplaya 101E-Relax On Your Private Lanai Under The Palms!
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Ironing facilities
- Heated swimming pool
Laplaya 101E-Relax On Your Private Lanai Under The Palms!
Laplaya 101E Apartment Longboat Key is located 10 minutes by car from the protected island "Joan M Durante Community Park" and 4.6 km from Christ Church of Longboat Key. The apartment has parking on site.
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Private beach
Laplaya 206C: Gulf View End Unit with Private Beach Access
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
The 3-bedroom Laplaya 206C: Gulf View End Unit with Private Beach Access Longboat Key apartment features a prime location within a 10-minute drive of the protected island "Joan M Durante Community Park" and hosts up to 6 guests. The apartment also offers parking on site.
Laplaya 206C: Gulf View End Unit with Private Beach Access apartment welcomes guests with indulgent amenities including a sundeck, a patio, and a picnic area. After a day full of activities, relaxing by a heated pool is a perfect option.
Laplaya 206C: Gulf View End Unit with Private Beach Access
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Heated swimming pool
Laplaya 206C: Gulf View End Unit with Private Beach Access
The 3-bedroom Laplaya 206C: Gulf View End Unit with Private Beach Access Longboat Key apartment features a prime location within a 10-minute drive of the protected island "Joan M Durante Community Park" and hosts up to 6 guests. The apartment also offers parking on site.
Laplaya 206C: Gulf View End Unit with Private Beach Access apartment welcomes guests with indulgent amenities including a sundeck, a patio, and a picnic area. After a day full of activities, relaxing by a heated pool is a perfect option.
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Private beach
Laplaya 204D Beach-Lovers Paradise 200 Feet Of Private Beach Along The Turquoise Gulf Of Mexico
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Heated swimming pool
To enjoy your vacation in Longboat Key, stay at the 3-bedroom Laplaya 204D Apartment Longboat Key, which is 2.6 km from the protected island "Joan M Durante Community Park" and about a 10-minute drive from Christ Church of Longboat Key. Guests can lounge by a heated pool before taking a cooling dip.
Laplaya 204D Beach-Lovers Paradise 200 Feet Of Private Beach Along The Turquoise Gulf Of Mexico
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
- Heated swimming pool
Laplaya 204D Beach-Lovers Paradise 200 Feet Of Private Beach Along The Turquoise Gulf Of Mexico
To enjoy your vacation in Longboat Key, stay at the 3-bedroom Laplaya 204D Apartment Longboat Key, which is 2.6 km from the protected island "Joan M Durante Community Park" and about a 10-minute drive from Christ Church of Longboat Key. Guests can lounge by a heated pool before taking a cooling dip.
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Beach access
Beach Haven
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Golf centre
- Heated swimming pool
Staying at the spacious 2-bedroom Beach Haven Longboat Key apartment, guests can reach the tidy Florida Maritime Museum at Cortez, situated around 7 km away. The apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
If you're drawn to sports, windsurfing, snorkelling, and snow skiing available at Beach Haven apartment are sure to delight. There is an outdoor swimming pool for guests to relax in.
Beach Haven
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Golf centre
- Heated swimming pool
Beach Haven
Staying at the spacious 2-bedroom Beach Haven Longboat Key apartment, guests can reach the tidy Florida Maritime Museum at Cortez, situated around 7 km away. The apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
If you're drawn to sports, windsurfing, snorkelling, and snow skiing available at Beach Haven apartment are sure to delight. There is an outdoor swimming pool for guests to relax in.
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Private beach
Amazing Panoramic Beach View And The Most Beautiful Sunset
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Featuring an outdoor swimming pool for guests' relaxation, the 1-bedroom Amazing Panoramic Beach View And The Most Beautiful Sunset Longboat Key villa is located within 3 km of the protected island "Joan M Durante Community Park".
Cars are possible for rent at Amazing Panoramic Beach View And The Most Beautiful Sunset villa, while it is possible to try mini golf in the surrounding area.
Amazing Panoramic Beach View And The Most Beautiful Sunset
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Heated swimming pool
Amazing Panoramic Beach View And The Most Beautiful Sunset
Featuring an outdoor swimming pool for guests' relaxation, the 1-bedroom Amazing Panoramic Beach View And The Most Beautiful Sunset Longboat Key villa is located within 3 km of the protected island "Joan M Durante Community Park".
Cars are possible for rent at Amazing Panoramic Beach View And The Most Beautiful Sunset villa, while it is possible to try mini golf in the surrounding area.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Longboat Key, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Sea Club I |
8.8 / 10 (82 Reviews) |
From 377$ | |
| Las Hermanas 1 |
9.8 / 10 (8 Reviews) |
From 333$ | |
| Little Gull Cottages By Coolvacay |
9.5 / 10 (15 Reviews) |
From 382$ | |
| Las Hermanas 4 |
9.0 / 10 (2 Reviews) |
From 186$ | |
| Laplaya 202E Catch The Gentle Gulf Breezes On Your Private Balcony Beneath The Swaying Palms |
9.6 / 10 (6 Reviews) |
From 387$ |
Frequently Asked Questions
What Longboat Key vacation rentals are best for beach access?
Gulf And Beach View Apartment 403 and Laplaya 204D both offer direct access to the beach, making them perfect for beach lovers. You can easily walk from your room to the sand in minutes.
Choose Laplaya 204D for a rental that is just 200 feet from the beach, providing quick access during sunrise and sunset.
Which rentals on Longboat Key have great sunset views?
Beach And Sunset View From Your Balcony and Amazing Panoramic Beach View And The Most Beautiful Sunset feature stunning views for sunset watching. They offer relaxing spots to enjoy the end of your day.
Reserve these rentals for a west-facing view to catch the sunset without any obstructions.
What are the top Longboat Key vacation rentals with a pool?
Both Laplaya 101E and Laplaya 202E come with access to beautiful swimming pools. It's a nice way to relax after a day at the beach.
Visit the pool area during lunch hours for a quieter experience and more space to enjoy.
Are there Longboat Key rentals suited for families with kids?
Paradise Villa #111 On Longboat and The Beach On Longboat Key are great options for family stays. They offer extra space and family-friendly amenities.
Request a unit with added bedding options to comfortably accommodate children.
Which Longboat Key vacation rentals offer a jacuzzi or hot tub?
Gulf Tides Of Longboat Key By Coolvacay provides access to a jacuzzi, perfect for unwinding after your beach adventures. It's ideal for relaxation.
Use the jacuzzi in the evening for a more soothing atmosphere under the stars.
What Longboat Key rentals have private balconies?
Laplaya 101E and Laplaya 202E both include private balconies. They're perfect spots to sip coffee while enjoying the ocean breeze.
Head to the balcony during sunrise to enjoy the cooler morning air.
Are there affordable Longboat Key rentals?
Las Hermanas 4 and Step From The Beach.Renovated Ground Floor Unit 63 offer budget-friendly options without compromising comfort. They provide cozy stays at lower rates.
Book these rentals during weekdays to secure the best prices and avoid high weekend rates.
What unique activities can families enjoy on Longboat Key?
Families can explore the beautiful beaches, enjoy kayaking in the nearby waters, and visit local parks like Joan M. Durante Park. These activities provide engaging ways to enjoy the outdoors.
Visit Joan M. Durante Park on weekdays for a quieter atmosphere and fewer crowds.
How can I reach Longboat Key from Sarasota-Bradenton International Airport?
You can reach Longboat Key in about 30 minutes by car. Taxis and rideshare services like Uber and Lyft are easily available from the airport.
Consider booking a rideshare for convenience if you have late-night arrivals to avoid waiting for taxis.
What local festivals should I look out for when visiting Longboat Key?
The Longboat Key Art Show held in March and the Longboat Key Turtle Watch events are popular seasonal activities. These offer unique experiences focused on community and nature.
Plan your visit during March to catch the art show, which features many local artists and fun activities.