Located just off the coast of Sarasota, Florida, Longboat Key is a unique travel destination with some of the best beaches in America. Longboat Key is an 11-mile barrier island that draws local residents and tourists to the soft sands, wildlife viewing opportunities, and fresh seafood dining scene. This is an underrated Gulf Coast getaway with a low-key, beachy vibe and plenty of seclusion. One of the best ways to experience it for yourself is to rent a vacation cottage, townhome, house, or condo so you can really embrace the lifestyle.
Longboat Key Beach House
Large groups of up to nine people can stay in this Longboat Key beach house and have their own three bedrooms and two bathrooms. The house has a private backyard and is packed with all the beach supplies you need. From here, it’s just a three-minute walk to the beach. Guests can access the local tennis club that’s a five-minute walk away and also has a pool, gym, bike rental, and tiki bar. This is a home that is centrally located on Longboat Key and that is well-equipped for your beach lifestyle. It’s cozy and also offers a front porch to sip your morning coffee and a gas grill for making dinner.
Cozy, Clean Studio on the Gulf
For your trip to Longboat Key, consider renting this condo with one bedroom and one bathroom. It accommodates four guests and is directly on the sands of the Gulf of Mexico. The condo is 330 square feet in size, so it’s likely best for two adults and children. It’s just a 30-second walk to the pool and close to the secluded beach with complimentary beach chairs and umbrellas too. The condo is at The Beach on Longboat Key Resort, which has just 15 units. The shared amenities include a heated pool, BBQ grill, and onsite laundry.
Secluded Bayside Gem with Beautiful Bay Views
Airbnb travelers rate this condo very highly after their beachside vacations. This is a two-bedroom, two-bathroom condo that has a king-size bed in one bedroom and two single beds in the other bedroom. The condo is a two-minute drive to the sandy beaches and offers views of Sarasota Bay. The Airbnb host provides you with beach chairs, an umbrella and stand, two small coolers, and rafts. You’ll love the enclosed terrace and opening the sliding doors while you watch dolphins, manatees, pelicans, and other wildlife.
Beautiful Beach House
This Airbnb rental is an updated 1937 beach house with a gated entrance to the property. It is a cottage for up to six people that has three bedrooms and two bathrooms. The bedrooms have a king-size bed, a queen-size bed, and two single beds. The kitchen has been updated, and there are hardwood floors throughout the home. Guests will have private access to the beach and gulf during their stay. You can walk to the shops and tennis courts to enjoy plenty of Florida sunshine and laid-back vibes on a Longboat Key vacation. This is a pet-friendly vacation rental property.
Beachfront Resort with Ocean View, Pool, Tennis, Gym
With one bedroom and one bathroom, here’s a condo for rent on Airbnb on Longboat Key. Four people can stay here and enjoy a vacation of privacy and seclusion at the Silver Sands Beach Resort. There’s a private beach here, as well as a heated beachside pool and complimentary chaise lounges and beach umbrellas. You can use the Wi-Fi, putt-putt golf course, poolside grills, and shuffleboard court while staying here.
The Beach on Longboat Key
Unit 106 is available to rent via Airbnb at The Beach on Longboat Key. It is a one-bedroom, one-bathroom rental that sleeps two people. It’s decorated with South Beach flair and located directly on the beach. You’re just steps from the white sands and located mid-island on Longboat Key. At the resort, guests can use the heated swimming pool and many other amenities. There are multiple units of varying sizes to rent at this condo complex, so if this particular one is already booked for your travel dates, look into one of the other units available.
SRQ/Longboat Key Beach Condo
Another condo available to rent on Longboat Key is this Airbnb rental with one bedroom and one bathroom. The condo sleeps four people and has a king-size bed in the bedroom and a sofa bed in the living room. You’ll be at the Silver Sands Beach Resort and get to enjoy lots of amenities onsite, including a heated pool, beach equipment mini-golf, shuffleboard, and poolside grills. Guests staying here will have temporary membership to the tennis resort nearby that offers many more amenities too. If you need anything while staying onsite, there is a front office open.
Updated Townhome, Secluded Beach & Pool
Six people can stay at this Longboat Key townhouse and use the two bedrooms and 2.5 bathrooms. The private townhouse is just 100 yards from the beach. It’s tastefully furnished and in the Cedars East community, where you can use the shared pool, fitness center, tennis courts, fishing pier, and kayak launch. The home has a stocked and renovated kitchen, and there are beach essentials provided in the garage. This is a pet-friendly rental for up to two dogs weighing under 30 pounds when you pay a pet fee.
Beachy Condo with Heated Pool on Quiet Longboat
This Airbnb rental is a charming seaside condo on the second floor of a building and overlooking the pool and ocean. It sleeps four people and has one bedroom and one bathroom. The small resort has 35 units but a lot to offer, including private beach access and a heated pool. Guests can pick up a parking pass from the main office and then make their way to Unit 256 to stay in this condo. Inside, you’ll find a king-size bed in the bedroom, living room with ample seating, Wi-Fi, heating, air conditioning, and a fully stocked kitchen. If you are traveling with a small child, a travel crib, highchair, booster seat, and baby tub are available.
Sunnyside Up Cottage
With three bedrooms and two bathrooms, this cottage is available to rent for six people through Airbnb. It is located in Longbeach Village at the north end of Longboat Key. From here, you can walk to the Sarasota Bay docks in two minutes and the gulf in nine minutes. The Airbnb host provides guests with bikes to use. Inside the home, you’ll find a kitchen with all the basic appliances and a washer and dryer. The home also has central heat and air conditioning, Wi-Fi, and a flat-screen TV with cable. The outdoor area features a large deck with an outdoor grill and a private outdoor shower.
Renovated, Ground-Floor Unit
Here’s a renovated condo with a queen-size bed and a sofa bed for up to three people in Longboat Key. It is a beachside unit on the first floor, and you can get to the pool and beach with just a short walk from your door. The studio unit comes with a full kitchen, Wi-Fi, and beach towels. There is a heated pool onsite, as well as complimentary parking, mini golf, and other amenities. You can take a five-minute walk down the street to rent a kayak or play tennis at the community park. Bike deliveries and rentals are available nearby too.
Cabana Beach Club
This is a popular Vrbo vacation rental condo that is 990 square feet and has two bedrooms and two bathrooms. Up to six people can stay here in the unit at the Cabana Beach Club complex. Like many Longboat Key vacation rentals, there are many shared amenities to look forward to, such as a swimming pool, chaise lounges, and laundry facilities. The unit itself has a kitchen area, dining room, and TV. Book this Vrbo to have direct beach access and unforgettable views.
Silver Sands
You can rent this studio space through Vrbo and be in a great location at the Silver Sands Gulf Beach Resort. Two people can stay here and take advantage of lots of resort amenities, including a heated beachside pool and putting green. Guests can also use the tennis courts, community bicycles, fishing pier, and fitness center. The resort is on the northern end of Longboat Key and offers hotel rooms, one- and two-bedroom garden-view units, and one- and two-bedroom beachfront units.
Private Room with Gulf-Front Views
Four people can rent this private room in a condo, which is Unit #102. It has a full-size kitchen, gulf-front views, a queen-size Murphy bed, and a sleeper sofa. You’ll love breathing in the warm gulf breezes while relaxing here because the unit is right on the beach. Guests are just steps from the sandy beaches and turquoise waters. Sit back and enjoy the sunsets as you get into a true vacation state of mind. There is a pool onsite that guests can use when they stay at the condo. Long-term rentals for a month or longer are considered here.
