Longboat Key Vacation Rentals, Homes and Condos for Rent
Book Your Longboat Key Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.
We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Longboat Key Florida.
Beachcomber unit 401
Longboat Key Condo 
5.0 Star Review
Our building is located on the beach, this unit has an ISLAND view.
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance.
Please note: We do not allow Sunday or holiday arrivals and require a 7 night min.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
2 bedroom 2 bath beach condo Rental
Longboat Key Condo
July 6 thru 13 Week 27- UNIT 402
3 PM Saturday
Enjoy partial views of the Gulf from a two-bedroom apartment with accommodation for up to six guests. This includes a king size bed in the master bedroom, two twin beds in the guest bedroom and a queen size sleep sofa in the living room. Full Kitchen and washer and dryer in the uni.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Longboat Key Condo 4.8 Star Review
Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key!
Magnificent renovated (January 2022) condo with an open 1,132 sq. ft. floor plan, 2 bedrooms, 2 full bathrooms, full kitchen, a large living and dining room as well as a separate sitting room with a queen sleeper sofa. Condo sleeps .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Gorgeosly renovated, modern condo on the beach in a Tennis Comunity
Longboat Key Apartment
SEASONAL/VACATION RENTAL! New Remodel completed August 2022! AVAILABLE September through spring 2023 Season. Take your next vacation in paradise and be the first to stay in this gorgeously renovated, modern condo! Club Longboat Luxury Condo community is a beach and tennis club with all facilities most would expect and more with a front view of the .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Newly Remodeled! Directly Across from Beach ~ Condo
Longboat Key Condo 4.9 Star Review
The location of the condo is fantastic as you will have access to the luxurious Longboat Key Beach nearly to yourself. The island has very little commercialization and there are no fast food chain, but yet still has all the conveniences wanted.
No crowds, only a peaceful and relaxing beach that will feel as if it is your piece of heaven. Th.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Cedars East #528: 2 BR / 2.5 BA Townhome on Longboat Key by RVA, Sleeps 6
Longboat Key Private vacation home 5.0 Star Review
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood a.......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6
Cozy Canal Condo w/ boat dock and walk to beach
Longboat Key Condo
Enjoy the complete island experience in this one bedroom, one bath, canal front condo, with a private boat dock (21\' total length). We\'re located on a quiet street just half block from Sarasota Bay, with direct bay access, and next to Joan Durante Park with 32 acres of trails, boardwalks and preserve.
Relax on your waterfront patio, perfec.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
A couple’s retreat. Condo Nestled in quiet area. Walk to beach & shops.
Longboat Key Villa 5.0 Star Review
NEW LISTING!
Perfect place for a beach getaway! Newly remodeled charming 2 bed/ 1 bath condo located 5 min walk from beach, shops, restaurant, mini market, bike rental shop and more. Nestled in a quiet are, perfect to relax or work remotely. We offer Super Fast 600MBPS internet!
Centrally located in Longboat key, condo features a ful.......read more
2 Bedroom(s)
1 Bath(s)
Gulf Front, luxury condominium in beautiful Long Boat Key, FL
Longboat Key Condo 5.0 Star Review
Prime location and luxury !!!! Enjoy spectacular sunsets and incredible water views of the Gulf of Mexico in this upscale, direct waterfront, luxury condo. This 3rd floor unit has incredible unobstructed views of the gulf---- direct views from living area and both bedrooms. Our condo boasts a full length, gulf front screened lanai with sliding door.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Unit is a wow take a peek LATE Sept sale
Longboat Key Condo 5.0 Star Review
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifact.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 6
Silver Sands #239: 2 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo 4.8 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
Tarawitt Home: 3 BR / 3 BA House on Longboat Key by RVA, Sleeps 6
Longboat Key Private vacation home 5.0 Star Review
RVA presents this spacious vacation home. The Tarawitt Home, is located on a secluded road at the northern tip of Longboat Key. This vacation home has all the amenities needed for a relaxing vacation. With three bedrooms, three baths, a sleeper sofa, and a separate family and game room, the Tarawitt Home can house up to eight persons comfortably. T.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 6
Beach Castle #1: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo 4.8 Star Review
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to launch your kayak and cast a line, a chance to spot exotic birds that stop here for our mild temperatures and to view a picture-perfect sunset over the Gulf of Mexico -- all courtesy of Mother Nature.
The grounds her.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Beach Breeze: Stunning waterfront 2 BR / 2 BA condo.
Longboat Key Condo
Welcome to Beach Breeze! This immaculate 2-bedroom, 2-bath second-floor condo located in the highly sought-out community of Windward Bay has views of the Gulf in every direction!
The community of Windward Bay is pristine. There is private deeded beach access just across the street, two public beach access, two marinas BBQ grills, 1/2 mile o.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Awesome Winter Getaway-Four Winds Beach Resort condo on the Gulf of Mexico
Longboat Key Condo 4.7 Star Review
1 bedroom 1 bathroom full kitchen furnished condo at the beach. Offering 1, 2 or all 3 weeks beginning January 16 through February 6, 2021, check in and check out on each Saturday. All amenities included in room WIFI, cable TV, hot tub, heated pool, steps from the white sands of the Gulf of Mexico, tennis courts, shuffleboard, bicycles, grilling .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
2/2 GULF SIDE UPDATED APARTMENT (look for seasonal specials on select dates)
Longboat Key Condo 4.9 Star Review
Sand Cay resort is open using the industries best practices and guidelines to ensure that all CDC sanitizing guidelines are carried out completely. Moving forward we will use only a EPA-registered product, qualified for use against against SARS-CoV-2, the novel coronavirus that causes COVID-19. This process takes about 45 minutes and we will be cha.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Haven on Hughes: Pool home minutes from Longboat Key Beach!
Longboat Key Private vacation home
Welcome to Haven on Hughes! This one-of-a-kind 3-bedroom, 2-bath, two-story spacious pool home is located on the Historic North End of gorgeous Longboat Key.
The location of Haven on Hughes is perfect if you enjoy the feeling of a quiet seaside village with easy access to a variety of activities and conveniences.
BEACHES: 7 blocks fr.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 10
Newly Renovated Tree House Condo Across The Street to the Beach!
Longboat Key Condo
Enjoy the outdoor heated pool or take a 1 min stroll across the street to the Gulf of Mexico where our pristine beaches await your arrival! Newly Renovated home with all new appliances, bedding and more! We look forward to having you on Longboat Key!.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
THE BEACH, condo #107, PRIVATE BEACH OPEN
Longboat Key Apartment 4.9 Star Review
Studio, sleeps 4, full kitchen with ss appliances and granite countertops, 1 ba, private beach front patio, heated beach front swimming pool, private beach access to uncrowded pure white sand beach, complimentary lounge chairs & umbrellas, laundry, LCD flat-screen TVs, picnic area with BBQ grill, complimentary parking, unit on first floor. Long.......read more
Studio
1 Bath(s) Sleeps 4
Casa Del Mar: 3 BR / 2.5 BA Home on Longboat Key by RVA, Sleeps 6
Longboat Key Private vacation home 4.5 Star Review
Enjoy island-style vacations at the Casa del Mar Home. Located on the north end of the exclusive island of Longboat Key, this vacation home specializes in serenity with a natural ambiance. The Casa del Mar Home is a raised building, which allows for beautiful views of foliage and the canal. Some of the amenities you’ll enjoy are: comfortable furn.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 6
Gulf Beach Resort - B
Longboat Key Private vacation home
Unit Features: 1-bedroom, 1-bathroom unit in the Orange Building Layout Note: Please note, the front door to unit 245 opens into a bedroom space before proceeding into the living areas. We kindly ask guests to take this layout feature into consideration when making their travel selections. View: Pool/Gulf View Bedding: 1 King, Sleeper Sofa Resort F.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
BEAUTIFUL, BRIGHT AND BAYFRONT! ANYDAY CHECK IN!
Longboat Key Condo 4.6 Star Review
Come enjoy some peace in quiet in beautiful Longboat Key. This clean and comfortable 2 bedroom 2 bathroom condo on Sarasota bay is perfect for a relaxing getaway. You can have the perfect vacation without even leaving this condo complex!
We hope you have the opportunity to enjoy some of the unique features of this beautiful unit:
• Carefree.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Condo,private beach,kayak in bay
Longboat Key Condo
Enjoy your morning coffee while sitting on back patio watching the traffic of Sarasota Bay. Kayaks for use, private beach. Beautiful bike path that takes you to Bradenton or Sarasota. Sunsets are amazing. .......read more
1 Bedroom(s)
2 Bath(s) Sleeps 1
Silver Sands #245: 1 BR / 1 BA Resort on Longboat Key, Sleeps 4
Longboat Key Condo 4.4 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Cedars East #810: 2 BR / 2.5 BA Townhome on Longboat Key by RVA, Sleeps 4
Longboat Key Private vacation home 5.0 Star Review
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious townhomes that are perfect for families or couples. There is something to suit every mood at.......read more
2 Bedroom(s)
3 Bath(s) Sleeps 7
Silver Sands #252: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Longboat Key Condo 4.6 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Sea Grape Inn #7 - BEACHFRONT Property
Longboat Key Apartment 4.9 Star Review
*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHVIEW Condo- 2nd Floor, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 2-Twin Beds.
Situated in this idyllic resort comprised of eight un.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Love the beach? Tennis? Swimming? This great family friendly retreat has it all!
Longboat Key Private vacation home 4.9 Star Review
Spacious 2400 square foot elevated home (there are 16 steps to enter and exit) featuring wide open floor plan with vaulted ceilings, huge living/kitchen/dining room.
Fully equipped kitchen featuring large single bowl stainless steel sink, huge quartz island work space, double oven and seating for four at the counter.
DISH T.V. and whole hom.......read more
4 Bedroom(s)
3 Bath(s) Sleeps 9
NO REGRETS Bright beautiful sunny home. Elevator whisks U up to 2nd floor living
Longboat Key Private vacation home 4.9 Star Review
We have a private laneway to our own piece of beautiful sugar sand, longboat key beach.
We adjoin 35 acres of park and walk trails and bay lookouts nearby.
EASY ACCESS VIA a new fully enclosed ELEVATOR, WHICH PROVIDES FOR EASY ACCESS FROM beside the GARAGE TO ALL THE LIVING AREAS!
OVER AN ACRE OF PARK AND LAWNS AROUND YOU FOR SAFE.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 8
Island Paradise: 3 BR + Den / 2 BA House on Longboat Key by RVA, Sleeps 8
Longboat Key Private vacation home 4.0 Star Review
RVA features a relaxing, serene home beautifully furnished and ready for you to enjoy Longboat Key\'s sunshine. This home offers privacy un-matched with a tropical caged pool area offering a heated hot tub and pool. This large home seems to never end, around every corner there is comfortable spot to sit and read a book or watch your favorite show o.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
Spacious third floor condo with Gulf views, screened-in porch, and shared pool!
Longboat Key Condo
Key Gulf View 302
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
**This unit requires an HOA application and will perform a background check on the reservation holder**
Spread out and relax in this lavish Gulf side condo - you can see it.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Silver Sands #255S: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo 4.6 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Longboat key paradise townhome with an attached double deep garage.
Longboat Key Private vacation home 4.5 Star Review
This beautiful townhouse house built in the style of the west coast, has been furnished recently with skilful whimsical, bohemian style in the warm colors of pinks and blues. The house is spread over three levels on the first floor and will welcome you with beautiful and soft sofas (bed) positioned towards a veranda terrace directly overlooking th.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 7
Silver Sands #241: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Longboat Key Condo 4.6 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Outrigger Resort #8: 1 BR / 1 BA Condo on Longboat Key by RVA, Sleeps 2
Longboat Key Condo 4.4 Star Review
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. Relax by the heated community pool, take a stroll along the romantic beaches, or enjoy a short drive to the world famous St.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Sea Duced: Beachfront townhouse with a private heated pool located on Longboat K
Longboat Key Private vacation home
Welcome to Sea Duced! Rarely available beachfront 3 bedroom, 3 bath townhouse with a private indoor pool located on the stunning, Longboat Key.
Designed by Sarasota School of Architecture co-founder Tim Seibert to capture breathtaking views of the white sandy beach and the triumphant blue waters of the Gulf of Mexico.
The nearly 3,0.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 6
Cedars East #607: 2 BR / 2 BA Townhome on Longboat Key by RVA, Sleeps 8
Longboat Key Private vacation home 5.0 Star Review
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood a.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 8
1st Floor Home Away from Home - Steps to Beach - Pool
Longboat Key Condo 5.0 Star Review
A very warm welcome to your beautiful, home away from home on this Island Paradise!
This gorgeous location is truly one of the most relaxing places on the planet, and we know that you are just going to love it!
With views of the gorgeous Gulf of Mexico from the living areas, Master Bedroom and Lanai of our fabulous first floor apartm.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Silver Sands #235: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo 4.6 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Cabana Beach Club #7: 2BR+Den / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo 4.9 Star Review
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambian.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Escape and Relax! Enjoy the Sea Air, Private Beach, St. Armands and more...
Longboat Key Condo 4.9 Star Review
Contact us for special bookings on this Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful Sunsets and put your toes in the sand! This unit is equipped with a full kitchen and dining area made for entertaining. Whether you are looking to enjoy a home cooked meal or order in this .......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Your Arrival To Paradise Awaits Bay to Beach Condo
Longboat Key Condo
A unique hidden gem. Our condo is an upscale, private and beautiful retreat. This 2 bed 2 bath condo has been totally updated. We have installed new stone flooring, fresh paint and new furnishings as well as all new stainless appliances and kitchen hardware and new full size washer and dryer. Our condo is kept super clean, and we promise you .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Longboat Key Waterfront Getaway
Longboat Key Private vacation home 5.0 Star Review
Single story living at its best. This newly renovated 2 bed /2 bath home features upscale finishes and materials on a deep water canal with 50 \'dock, kayak ramp, gas fire pit and heated splash pool.
This inviting, one-story home features a modern open floor plan that integrates harmoniously with the outdoors. A beautiful 420 Square foot glass .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Silver Sands #241A: HOTEL / 1 BA Resort on Longboat Key by RVA, Sleeps 2
Longboat Key Apartment 4.5 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
Studio
1 Bath(s) Sleeps 2
Updated Beach Style Condo at Sand Cay with Great Ocean Views.
Longboat Key Condo 4.8 Star Review
Current COVID-19 situation:
The County restrictions include numerous cleaning and other requirements for your safety. Our own internal requirements meet or exceed what is required by the County/CDC. Please also note that our condo has its own separate entrance, there are no enclosed corridors or hallways to get to the unit, it is accessible by o.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
LaPlaya #203D: BEACHFRONT Renovated Luxury Condo
Longboat Key Condo 4.7 Star Review
Welcome to LaPlaya #203D by RVA Vacation Rentals. Step out your door to the white sandy beach and emerald waters of the Gulf of Mexico. This top floor oceanfront 3-bedroom, 2-bath condominium promises a relaxing and intimate “Old Florida” beach vacation.
Upscale furnishings provide casual elegance with over 1,800 square feet of thou.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Updated Beachfront Studio w/ Sparkling Pool, Breezy Patio & Modern Kitchen
Longboat Key Private vacation home 4.5 Star Review
The Beach On Longboat Key Resort #105
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'
Beach bliss awaits at this updated coastal studio located in the heart of Longboat Key. Enjoy the Gulf breeze on your shaded patio, or stroll to the heated poo.......read more
Studio
1 Bath(s) Sleeps 2
client said view crazy Aug sale arrive 26- leave 31 had cancellation
Longboat Key Condo 4.9 Star Review
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full kitchen, living area with a queen size sleeper sofa, and a bedroom with two queen size beds. It is part of the Zilli Collection. Each with the Zilli touch of amazing view, decor, (not typical wicker furniture, silly beach artifact.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 6
Beach Castle #23: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Longboat Key Condo 4.8 Star Review
Relax in this privately owned and completely updated “coastal themed” ground floor condo that sleeps 4 with bay views from the privacy of your screened lanai, the living room and bedroom! The one-bedroom, one-bathroom condo includes new updates throughout: HVAC system with UV filtration system, full-size kitchen with granite counters, fully eq.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Cedars East #519: 2 BR / 2.5 BA Townhome on Longboat Key by RVA, Sleeps 6
Longboat Key Private vacation home 5.0 Star Review
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood a.......read more
2 Bedroom(s)
3 Bath(s) Sleeps 6
Charming 2/2 Beach House LBK 5 Min walk to Beach
Longboat Key Private vacation home
OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute walk to the gorgeous beach on the Gulf of Mexico!
This charming beach house is 1,404 sq ft with 2 bedrooms, 2 bathrooms, large deck and outdoor area with fire pit.
The main living area is on the 2nd floor, which you can access by wooden stairs from the front and back of the house.
.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 5
Million Dollar View!
Longboat Key Condo
Enjoy what I call my ‘Million Dollar View’ of the turquoise Gulf of Mexico ocean and sugar white sand. This second story condo is located in the Longbeach complex on the north end of Longboat Key and is located in one of the buildings closest to the beach. Live serenely in this pristine location knowing that the party and fun of Anna Maria Isla.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Gulf Beach Resort - A
Longboat Key Private vacation home
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Cabana Beach Club #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Longboat Key Condo 4.9 Star Review
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key island, including several overlooking the turquoise waters of the Gulf of Mexico, and a handful of others intimately nestled on the bayside, this condominium complex encompasses all the elements of a tropical paradise. The quiet ambian.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Silver Sands #233: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
Longboat Key Condo 4.7 Star Review
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Stunning sunset views; Beachfront condo on central Longboat Key
Longboat Key Condo 5.0 Star Review
Private Condo located on second floor at Tiffany Plaza on Longboat Key. Second floor accessible only by security code elevator or stairs requiring key. Our condo has two bedrooms, both with a king bed, and two full bathrooms. Private balcony overlooking Gulf of Mexico, can be accessed through living room or master bedroom.
Condo Association.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
LBK Getaway
Longboat Key Condo
Welcome to Paradise at LBK Getaway! Great opportunity to stay at an exquisite 2-bedroom, 2-bathroom villa style home in the coveted north end of Longboat Key. Just feet away from the crystal blue gulf water and beautiful pristine sandy beaches. Spend the day catching a wide variety of fish on the fishing piers or building sand castles in the sand. .......read more
Studio
4 Bath(s) Sleeps 5
Stunning Beach Front Condo on the most private and select beach in Longboat Key.
Longboat Key Condo
Are you looking for a quiet and select non touristy location right on what happens to be one of the most spectacular and unpopulated secluded beaches in Longboat Key? This is why we brought this beautiful bright and spacious condo with balcony for its staggering views and sunsets plus totally renovated to a gourmet kitchen and bathroom with waterfa.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Inn on the Beach 2207
Longboat Key Condo 4.7 Star Review
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area.
Our guests have access to the beautiful private beach, pool and hot tub area only. Resort amenities (golf, dining, tennis, room & maid service or fitness) are private and not includ.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Beautiful Waterfront Estate! Private gated property. Deeded beach access.
Longboat Key Private vacation home 5.0 Star Review
This spacious 5 bedrooms, 4.5 bath in the heart of Longboat Key is ready to accommodate you on your dream Florida vacation. Enjoy your stay in this beautiful Mediterranean style home in a private gated estate newly renovated in mint condition.
Upstairs, there are three bedrooms and bathrooms and a media room. The first master bedroom suite .......read more
5 Bedroom(s)
5 Bath(s) Sleeps 10