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
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
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
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
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
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
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
Whitney Beach #336: 2 BR / 2 BA Condo on Longboat Key by RVA, Sleeps 4
Longboat Key Condo 5.0 Star Review
RVA invites you to experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with next door shopping at Whitney Beach Plaza, this property offers this two-bedroom, two-bathroom spacious end unit villa. Imagine spending your days lounging by the community pool, enjoying a game of tennis, or sipp.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
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
A Beach Front Cottage: Beautiful & Private: Weekly or Monthly.
Longboat Key Cottage 4.6 Star Review
Beachfront cottage that is located directly on the Gulf of Mexico and the only thing that is between you and your beach front cottage, are sea oats, palm trees and sand dunes. We are a premier and private beach holiday spot. The property is secluded and private and you are assured a hassle free beach front holiday.
The cottage has a full kit.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
Silver Sands #234: 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
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
Standalone Unit at Little Gull Resort. Amazing Sarasota Bay View! Walk to Beach.
Longboat Key Condo 4.0 Star Review
In the middle of April, the Florida weather is warm, the ocean is cool and blue, and the beach is all yours. We are pleased to offer our beautiful 4-bedroom, second-story timeshare for week 16 of 2018 (April 21st to the 28th). Unit #16 at Little Gull Cottages has spectacular, unencumbered views of the Sarasota Bay and is only a five minute walk t.......read more
4 Bedroom(s)
2 Bath(s) Sleeps 8
UNIQUE LONGBOAT KEY OASIS!
Longboat Key Condo 5.0 Star Review
We are please to offer our lovely, artfully ornamented and spacious 2BR/2BA second floor unit on a Longboat Key. Functional and decorated with love and care throughout this gem is located in small condo community (only 7 units) and offers a tranquil environment with magnificent sunrise views of the Sarasota Bay. Freshly painted in a soothing beach-.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
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
ANYDAY CHECK IN! BEAUTIFUL BAYFRONT VIEWS ON LONGBOAT KEY! Harbor Villa Club First Floor 2/2!
Longboat Key Condo
• Carefree check-in, go straight to your unit no office visit required.
• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.
• Comfortable living room area
• Washer and Dryer Conveniently located in unit.
• Master bedroom with a king size bed and beautiful view of the bay!
• Spacious .......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
Beach condo is steps to a beautiful pool, beach with stunning views of sunset.
Longboat Key Condo 5.0 Star Review
This property has two bedrooms, two baths, and opens onto a screened in lanai. It is newly renovated with an open kitchen, office, and living room with views of the ocean. It is fully stocked with everything you need for a peaceful stay at the beach........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
Beautiful Longboat Key RESORT 2 bed/2 bath, Sleeps 6,Granite/Stainless Kitchen
Longboat Key Hotel resort
Longboat Bay Club provides vacation accommodations that include recreation and pampered relaxation. Take advantage of the peace and privacy of a smaller property with the amenities of a larger resort. You will have plenty of room for relaxing in our 1600+ sq. ft. condominiums, each with a washer/dryer inside for your convenience. Our units also boa.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
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 #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
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
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
Longboat Key Club!! Direct Beachfront!!
Longboat Key Condo 4.7 Star Review
Enjoy your morning coffee on your spacious, open-air, Gulf view Balcony overlooking your included beach and swimming pool facilities at the Exclusive Resort at Longboat Key Club. This booking does not include use of private club facilities such as golf and tennis or restaurants, etc.. Condo has a maximum occupancy of five people, to include maxim.......read more
1 Bedroom(s)
1 Bath(s)
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
*** OCEAN FRONT SPECIAL *** From $99/night
Longboat Key Condo 4.6 Star Review
*** OCEAN FRONT SPECIAL *** From $99/night
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Longboat Key - Ocean Front Condo
~ DIRECT BEACH FRONT CONDO ~
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Beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures of the beach and Ocean are taken from the condo, so what you see is what you get.
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We offer the lowest rates in this resort c.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
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
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
Amazing Beachfront 2B/2B in Longboat Key
Longboat Key Condo 4.8 Star Review
October and November 2021 are still available with Deep Discount Prices!
Wonderful Beachfront condo in magnificent Longboat key. You will Love the beautiful private Balcony with sensational beachfront views of turquoise Gulf waters. This unit is on the second floor with an elevator for easy access. Space is a roomy 1175 sqft with a full-.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
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
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
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
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
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
REMODELED!!! Enjoy a Taste of Paradise from an Oceanfront Condo on White Sands!
Longboat Key Condo 5.0 Star Review
This Beachplace condo, situated on the sands of Longboat Key, Florida, offers a breathtaking, panoramic view of the Gulf of Mexico’s aquamarine waters! The 2-bed/2-bath direct oceanfront and RECENTLY UPDATED corner unit has new hurricane-impact glass doors and windows, new floorings throughout, completely renovated bathrooms, new custom closets, .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
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
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
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
Sea Grape Inn #5- BEACHFRONT Property
Longboat Key Apartment 5.0 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 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.
Beautifully remodeled and upgraded; .......read more
2 Bedroom(s)
2 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
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
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
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
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
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
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
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
Silver Sands, Oceanfront - Gulf Beach Resort
Longboat Key Condo
55 steps away from the Gulf of Mexico Beach! Beautiful beach with the most amazing sunsets. Family friendly resort with super friendly staff. Plenty of lounge chairs and sun umbrellas, just bring your bathing suit and sunscreen. Special amenities include Pool, shuffle board and miniature golf course........read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Beach front condo with Gulf sunset views
Longboat Key Condo
Immaculate condo boasts beautiful Gulf views. Enjoy the sunset every night from the screened in lanai, or walk out to the 1400\' private Bayport beach. Bayport\'s lush grounds are flawlessly maintained with a wide variety of native trees and shrubs. Amenities include four immaculately maintained Har-Tru clay tennis courts, a Junior Olympic sized .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
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
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
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
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
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
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
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
Hidden Bay/Beach Paradise
Longboat Key Private vacation home 4.9 Star Review
Come stay for a month and discover this Hidden Beach/Bay 4 Bedroom Gem and enjoy all the amenities in your home away from home. Feed your outdoor appetite and enjoy the beautiful weather in this magnificently manicured tropical oasis. These spacious grounds are situated on 1.8 acres of land that also features a private, full-size, fenced tennis cou.......read more
4 Bedroom(s)
4 Bath(s)
PARADISE FOUND* PEACEFUL & ELEGANT UPDATED *CANAL HOME *WALK TO BEACH* NEW BIKES
Longboat Key Private vacation home 5.0 Star Review
*****ONLY ONE RENTAL PER MONTH, SO BOOK FAST TO SECURE YOUR SPOT****PLEASE PROVIDE DETAILED DESCRIPTION OF TRAVELERS WHEN REQUESTING A BOOKING ****CONTACT US FOR CANCELLATION TERMS
The Pineapple Cottage is a special oasis of tranquility and comfort. Surrounded by the palm trees that symbolize Florida, it is a private home nestled on a cana.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6