Home Vacation Rentals By Owner In Longboat Key, FL

Showing 140 Of 744 Vacation Rentals
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Exceptional(7)

$747.69

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Private Vacation Home

Longboat Key home on the canal and a 5 minute walk to the beach

Longboat Key, Florida, United States

Updated single 4 BR 3 bath home in the popular Country Club Shores community of Longboat Key. Open concept main living areas with 12 ft ceilings. Views of the canal and sunrise along with the 5 min walk to the beach covers everything most would hope for when staying on Longboat Key.
Bed 4

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Sleep 8

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Exceptional(36)

$429.6

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Condo

Unit #114 Sand Cay Beach Resort Pool View

Longboat Key, Florida, United States

Our resort has a relaxed, upscale feel. It is great for vacationers seeking peace and tranquility as well as families wanting an active getaway. Washer and dryer in unit. King bed in master bedroom. Twin beds in guest bedroom with a sofa sleeper in living room. Three televisions, DVD player and FIOS High speed Internet.brQuaint, quiet, and the quality of a boutique the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our Resort.
Bed 2

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Bath 2

Bath

Sleep 6

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$406.69

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Private Vacation Home

Island Sanctuary

Longboat Key, Florida, United States

Beautiful home in one of the most desirable areas of Longboat Key. Everything you need for your beach getaway. Walk to private beach access only steps away. Beautiful private pool. Fish from the private dock.
Bed 3

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Bath 2

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Sleep 5

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Exceptional(27)

$363.35

/ Nightly
Condo

Beachfront Paradise on LBK - Steps to Sugar Sand, Gulf Waves and Magical Sunsets

Longboat Key, Florida, United States

Escape to our stunning beach level oceanfront retreat on the Gulf of Mexico. Unwind amidst crystal clear waters, soft sands, and breathtaking sunsets. Encounter a rich array of wildlife, including turtles, dolphins, and manatees, pelicans, and the adorable sand pipers! Marvel at the star-filled night sky. Experience pure bliss on the pristine, silky sands. Book now for an enchanting getaway.
Bed 1

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Bath 1

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Sleep 4

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Exceptional(13)

$325.72

/ Nightly
Condo

Beachcomber unit 201

Longboat Key, Florida, United States

Our building is located on the beach, this unit has an ISLAND view.br br Welcome Snow Birds and Florida locals looking for a great place for a wonderful vacation! This remodeled, clean and meticulously managed, corner unit is right on the sands of Longboat Key beach. Our second floor condo provides quick and easy access right down to the beach.br br The kitchen features maple cabinetry with whisper close drawers, quartz countertops, stainless steel appliances, and a new programmable Cuisinart coffee maker. The unit is stocked with all the items you need for an extended stay and to make you feel right at home.br br There is a full selection of wine, champagne, and margarita glasses for your enjoyment, and new patio furniture to relax and unwind at happy hour!br br The living room has a 55 smart TV (with HD channel package). There is also a computer desk and free Wifi.br The bedroom features a very comfortable king size bed, blackout woven window shade, 43 smart TV, and quality linens.br br Enjoy all the conveniences of one of the best locations on Longboat Key situated on one of the most beautiful beaches on the gulf. The unit is close to a Publix super market, golf course, boat harbor, public tennis courts, library, and banks. Enjoy the wonderful restaurants and upscale shopping of St. Armands Circle. Take advantage of miles of scenic walking and bike paths. Other amenities include a beautiful heated swimming pool for year-round enjoyment, large laundry room with multiple machines, a rec room with kitchenette, ice maker and seating area. Chaise lounges are provided, as well as a grill.br br We welcome you and hope you enjoy your stay at our Beachcomber oasis!br br Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay.br Amenities Include:br - Balcony: Yesbr - Bed Size 1st/Master: Kingbr - Beds Pull-out: Yesbr - Ceiling Fans: bdrmbr - Internet Access: Yesbr - Micro/Dishwash/Disp.: Yesbr - Refrig And Ice Maker: Yesbr - Square Footage, Est.: approx. 800 sq. feetbr - TV Cable/Satellite: Cablebr - TVs/VCR/DVD: 2/0/1br - View: Islandbr - washer dryer: on propertybr - Max number of People: 4br - Hair dryer: Yesbr - Shower only: Yesbr - Beach front building: Yes
Bed 1

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Sleep 4

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Exceptional(69)

$231.26

/ Nightly
Apartment

Bright Beach Studio – Silver Sands #255A by RVA

Longboat Key, Florida, United States

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 chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.brbrbrbrLimited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #255A will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and subject to availability), community bicycles, fishing pier and Jr. Olympic heated swimming pool. The guest will also have access to the community fitness center.brbrbrbrAccommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. brbrbrbrUnit #255A Features: Hotel Room in the Orange BuildingbrbrbrbrBedding: 1 QueenbrbrbrbrResort Features: On-Site Office, Wi-Fi Internet Access, Coin-Operated Washer/Dryer, Community Pool, Private Beach Access, Shuffleboard Courts, Putting Green, Private Lanai (certain units), Complimentary Parking, Designer Decorated Units, Fully-Equipped Kitchen or Kitchenette, BBQ Area
Bed 1

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Bath 1

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Sleep 2

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Exceptional(39)

$420.9

/ Nightly
Condo

Unit #108 Sand Cay Beach Resort Pool View

Longboat Key, Florida, United States

This sought after, BEAUTIFULLY FURNISHED, two bedrooms, two bath FIRST FLOOR END UNIT offers fully renovated kitchen and baths. Bedrooms have been GENEROUSLY EXTENDED with brand new mattresses (8/8/2022), with in-unit WASHER and DRYER. Enjoy the best of both worlds with a pool view and steps away from the Emerald waters of the Gulf of Mexico from your back door. Unit sleeps a maximum of 6 people: 1 king, 1 Queen, 1 Full and 1 sleeper sofa.brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel.. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay at our resort. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our resort.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(47)

$486.03

/ Nightly
Condo

Unit #315 Sand Cay Beach Resort Gulf View

Longboat Key, Florida, United States

#315 is a beautiful, light, bright, spacious 2 Bedroom 2 Bath 3rd Floor Condominium with gorgeous views of the Gulf of Mexico. One of the closer units to the water, it's quiet location offers privacy and very close access to stairs, elevator and most importantly, the beach ! For an added degree of comfort and safety, after Covid, a new induct Mercury free home air purification system was installed to provide the cleanest indoor air possible. brCondo Offers:br*Vaulted Ceilings br*All Wood Flooring throughoutbr*New Plantation Shuttersbr*Fully Equipped Kitchen with New Granite Countertopbr*Large Comfortable Modern Living Room with New 50 Smart TV and New Furniture including a Queen Sofa Bed (2023)br*Elegant Open Dining Room with Seating for 6br*Private BalconybrSerene and comfortable Master Bedroom has a King Sized Bed with Plush Mattress, His and Hers Dressers, a 32 wall mounted TV, and Ensuite Marble Tiled Master Bath with Walk In Shower.brTropical themed sunny Guest Bedroom includes 2 Comfortable Twin Beds, wall mounted TV with DVD, Full Sized Dresser and adjacent updated Full Sized Bathroom.brOur Resort is a quaint, quiet boutique resort ideally located mid-Key, close to a myriad of shops, restaurants, activities and museums. It's just a few miles from Mote Marine, St. Armand's Circle and the popular historic Bridge Street area on Anna Maria Island. Boat and bike rentals, kayak tours. parasailing, golf, fishing and so much more are all nearby. For meals, Publix Market is just down the street or choose to dine at a wide array of restaurants right here on the Key including a beach bar and fine dining right next door at the Zota Beach Resort. brThe complex itself offers many complimentary amenities including an immaculate private white sandy beach, heated pool, shuffleboard courts, full tennis court, parking, 24 hour laundry room with free washers and dryers, outdoor BBQ grills with picnic area overlooking the Gulf, umbrellas and plentiful lounge chairs. brYour vacation stay in #315 will send you home feeling relaxed and renewed. Come and enjoy !!
Bed 2

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Bath 2

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Sleep 6

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Exceptional(49)

$423.77

/ Nightly
Condo

Unit #307 Sand Cay Beach Resort Pool View

Longboat Key, Florida, United States

Bright and sunny two-bedroom two-bathroom condo in a small resort located on the beach. Top floor unit with elevator access. Cathedral ceilings and ceramic flooring throughout (except guest bedroom forthcoming). Open-designed renovated kitchen. New tiled walk-in shower in Master bathroom with dual shower heads. Great view of the pool from balcony, and partial view of the Gulf of Mexico.brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay at Sand Cay Beach Resort. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise with us.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(45)

$500.92

/ Nightly
Condo

Unit #118 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s islanders also cherish the many recreational and cultural amenities like golf, shopping, museums, a wide array of dining choices and a myriad of water sport activities are all nearby.brOur property has a relaxed, upscale feel and is located in an extremely safe area. Great for vacationers seeking peace and tranquility as well as families wanting an active get-a-way. You will be just steps away from the white sand beach and right next door to the Zota Hotel, which offers casual beach dinners and drinks.brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our property.
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(46)

$588.38

/ Nightly
Condo

Unit #216 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Breathtaking Gulf front views awaits, salt life could not be better! Enjoy spectacular sunset views, steps from the beach and pool.brbrExceptionally open and spacious, #216 is a 2 bedroom, 2 bath, 2nd floor condo that sleeps 6 comfortably. It has been under new ownership in the last few years, updated with new furnishings and amenities that include:brbrA fully-equipped spacious kitchen with a breakfast bar, along with a dining area, perfect for meals and entertaining.brbrA primary suite that features a king size bed, built-in dresser, desk, and walk-in shower.brbrAn extra-large guest bedroom with two queen beds and adjacent bathroom that offers a tub and shower.brbrThe balcony is partially covered, accommodating both those who do and don’t prefer shade, with counter height table, swivel chairs and bistro set.brbrFor your entertainment, flat screen smart televisions are in the living room and both bedrooms. Cable and WIFI are included, as well as a DVD player.brbrThe complex includes many complimentary amenities: an immaculate private, white sandy beach, heated pool, shuffleboard court, full tennis/pickleball court, parking, 24 hour laundry with no pay washers/dryers, a board game/DVD library, outdoor BBQ grills, a picnic area overlooking the Gulf, umbrellas and plentiful chaise lounges.brbrSand Cay is a quaint and quiet boutique resort ideally located mid-key, close to a myriad of shops, restaurants, activities and museums. It’s just a few miles from Mote Marine, St. Armand’s Circle, and the popular Bridge Street area on Anna Maria Island. Boat and bike rentals, kayak tours, parasailing, golf, fishing and so much more are all nearby. For meals, you can pick up groceries at Publix just down the street or dine out at many casual restaurants in the area.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(24)

$496.09

/ Nightly
Condo

Unit #301 Sand Cay Beach Resort Gulf View 7 Night Minimum

Longboat Key, Florida, United States

Welcome to our totally renovated home. Located on the top floor of building 4 next to 11 lovely quiet condominiums. You will enjoy the tranquility and privacy of this side of the property. Being one of the units closest to the water, we have a very nice panoramic view of the beautiful gulf waters from the open-concept common area of the condo. Our very large window broadens the view of the Gulf. We have recently purchased new bedroom furniture, refrigerator, and dining room furniture; making this your home away from home. We continue to improve our unit, touching up the paint, grout, replacing small appliances and cleaning or replace couches and bedding as needed. Because this is our second home, we keep the place to a high personal standard! brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay at our property. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise with us.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(39)

$411.48

/ Nightly
Condo

Unit #109 Sand Cay Beach Resort Pool View

Longboat Key, Florida, United States

Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s islanders also cherish the many recreational and cultural amenities like golf, shopping, museums, a wide array of dining choices and a myriad of water sport activities are all nearby.brOur resort has a relaxed, upscale feel and is located in an extremely safe area. Great for vacationers seeking peace and tranquility as well as families wanting an active get-a-way. You will be just steps away from the white sand beach and right next door to the Zota Hotel, which offers casual beach dinners and drinks. .First floor, poolside. Comfortable, light and bright. Easy beach access, very complete unit. Amenities include two televisions with DVD and a washer and dryer. brUnit sleeps a max of 6 people: 1 king, 1 Queen, 1 sleeper sofa.brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, partial gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our resort.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(24)

$406.77

/ Nightly
Condo

Unit #110 Sand Cay Beach Pool View

Longboat Key, Florida, United States

Perfect for families! First floor by the pool with Private Front Yard landscaping. View of the Gulf of Mexico from living room and den. Extended bedrooms nearly 6' (1.8 m) wider than standard bedrooms. Master bedroom has walk-in rain shower. Can sleep up to 6 people. This unit has a king , 2 full size beds and a queen sleeper sofa. Regularly upgraded. All of the amenities which include: washer and dryer and three televisions and Blu-ray Disc Player. This unit requires a minimum stay of 5+ nights.brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay at with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our Resort.
Bed 2

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Bath 2

Bath

Sleep 6

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Exceptional(33)

$466.48

/ Nightly
Condo

Unit #115 Sand Cay Beach Resort Gulf View

Longboat Key, Florida, United States

All new floors, bathrooms, kitchen, furniture, mattresses, appliances and more. Brand new open layout., including a first floor laundry room. brA fresh, modern, interior and just steps to the beach.brMaster bedroom has king bed, second bedroom has queen and twin. The Den also has pullout sofa bed. This condo will comfortably sleep 6. brGreat value! brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay at our Resort. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise with us.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(49)

$503.46

/ Nightly
Condo

Unit #106 Sand Cay Beach Resort Gulf View

Longboat Key, Florida, United States

Bright, beachy ground floor unit with a lovely view and easy access of the Gulf. Large, extended bedrooms that comfortably sleep six. Washer and dryer in unit. Recently redecorated with many upgrades.br• All new master bedroom – carpeting, furniture, king bed and mattress, curtains and freshly painted.br• Renovated master bath.br• Recently renovated second bedroom with 2 double beds.br• 3 flat screen TVs, DVD player, high speed wireless Internet.br• Well stocked kitchen.br• Large patio table accommodates 6 people.br• In unit washer and dryerbr• Books, games, puzzles br• Beach toys and umbrellas brThis unit has a relaxed, upscale feel and is located in an extremely safe area. Great for vacationers seeking peace and tranquility as well as families wanting an active get-a-way. You will be just steps away from the white sand beach and right next door to the Zota Hotel, which offers casual beach dinners and drinks.brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our property.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(55)

$489.74

/ Nightly
Condo

Unit #201 Sand Cay Beach Resort Gulf View

Longboat Key, Florida, United States

Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise at our resort.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(39)

$556.5

/ Nightly
Condo

Unit #104 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s islanders also cherish the many recreational and cultural amenities like golf, shopping, museums, a wide array of dining choices and a myriad of water sport activities are all nearby.brOur property has a relaxed, upscale feel and is located in an extremely safe area. Great for vacationers seeking peace and tranquility as well as families wanting an active get-a-way. You will be just steps away from the white sand beach and right next door to the Zota Hotel, which offers casual beach dinners and drinks. brFirst floor Gulf front. King bed in the master, Queen in the guest bedroom. The views make you want to bask in the sun on the beach all day! 3 TV's in the unit. DVD player in the living room Unit sleeps a max of 4 people: 1 King, 1 Queen size bedbrQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise with us.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(40)

$501.01

/ Nightly
Condo

Unit #102 Sand Cay Beach Resort Gulf Front

Longboat Key, Florida, United States

First floor Gulf Front. Extended bedrooms. Recently redecorated. Private and very near Gulf. The kitchen is elegant and has stainless steel appliances. Three televisions with DVD. The den and living room span the Gulf and has all the comforts of home. The master bedroom has a king bed and desk area. The second bedroom has two double beds. You are steps away from the BBQ area. The beach is not only convenient but what a view. Washer and dryer included.brQuaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay at with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise with us.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(37)

$476.52

/ Nightly
Condo

Unit #305 Sand Cay Beach Resort Gulf View

Longboat Key, Florida, United States

Light and elegant, third floor with high ceiling and Bay windows, non-smoking unit. Open kitchen, newly renovated baths, new carpeting. Huge flat screen TV in den, sofa bed in living-room. New master-bedroom furniture with second flat-screen-TV. Balcony with great beach view. Quaint, quiet, and the quality of a boutique the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.brWhen planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.brExperience the ultimate beachfront boutique Florida paradise with us.
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Home Most popular vacation rentals in Longboat Key

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Exceptional(37)

$884.08

/ Nightly
Private vacation home

Hidden Bay/Beach Paradise

Longboat Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

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Exceptional(37)

$746.18

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Private vacation home

Canal Front Home - 8 min walk to beach. RRR-00953.2023

Longboat Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(37)

$747.69

/ Nightly
Private vacation home

Longboat Key home on the canal and a 5 minute walk to the beach

Longboat Key, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

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Exceptional(37)

$755.36

/ Nightly
Condo

LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach along the turquoise Gulf of Mexico.

Longboat Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(37)

$767.89

/ Nightly
Condo

Beachfront 4th floor 4BR Longboat Key Condo With Stunning Gulf Views Paradise Sur Mer

Longboat Key, Florida, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

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Exceptional(37)

$861.14

/ Nightly
Condo

3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH!

Longboat Key, Florida, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(37)

$1148.84

/ Nightly
Condo

Beach Front Condo on Gulf of Mexico

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

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Exceptional(37)

$2112.85

/ Nightly
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Luxury Beachfront Living - St Regis Waterfront Residency - Longboat Key - Sunset Reflections

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(37)

$1196.70

/ Nightly
Condo

Renovated Beachfront 2 Bedroom Condo by FVC

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(37)

$739.37

/ Nightly
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Stunning gulf front 6th floor Longboat Key Condo with endless views - Once Upon A Tide

Longboat Key, Florida, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

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