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Longboat Key Rentals

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VRBO
Veranda Beach front property and pool, school vacation week
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful partial ocean view of Gulf of Mexico. Corner unit with two balconies. 2 bedrooms, each with their own bath. Sl ...
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VRBO
From $317 per night (USD)
Expedia
228 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Warm tropical tones and textures greet you. Recently remodeled bathroom. All the comforts of home just steps away from ...
From $317 per night (USD)
Expedia
From $264 per night (USD)
VRBO
223 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Gulf facing unit nautically decorated with king size bed makes this studio a comfortable stay. Light wood furniture and ...
From $264 per night (USD)
VRBO
From $373 per night (USD)
Expedia
243 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This spacious one-bedroom suite offers all the amenities of home with the excitement of a beachfront vacation on the Gul ...
From $373 per night (USD)
Expedia
From $264 per night (USD)
VRBO
261 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy watching the dolphins play and gorgeous sunsets are best observed from this second-floor studio. New king-size ma ...
From $264 per night (USD)
VRBO
From $317 per night (USD)
Expedia
217 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Comfy and cozy ground floor one bedroom condo with great lighting, footsteps away from pool and beach. Updated terrazzo ...
From $317 per night (USD)
Expedia
From $264 per night (USD)
VRBO
225 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fully renovated in July of 2024 with all new tile floor, walk-in shower, new kitchen, and all new furniture. Gulf views ...
From $264 per night (USD)
VRBO
From $264 per night (USD)
Expedia
255 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Second floor gulf front studio with a modern style neutral tones. Comfortable and cozy with a king bed, swivel recliner, ...
From $264 per night (USD)
Expedia
From $280 per night (USD)
VRBO
226 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Totally remodeled studio with a Tommy Bahama flair. Completely tiled throughout with earth tones for that warm, homey fe ...
From $280 per night (USD)
VRBO
From $373 per night (USD)
Expedia
265 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sit on the balcony and enjoy beautiful views of the Gulf of Mexico from this second floor contemporary one-bedroom condo ...
From $373 per night (USD)
Expedia
From $317 per night (USD)
VRBO
256 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Second floor one bedroom condo with light rattan and wicker makes this space most enjoyable. The comfy condo two full s ...
From $317 per night (USD)
VRBO
From $423 per night (USD)
Expedia
212 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to unit 212! Conveniently located on the first floor of the south building, this apartment offers not only magn ...
From $423 per night (USD)
Expedia
From $317 per night (USD)
VRBO
239 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern comfort & convenience meet hi-tech & sophistication to make this a home away from home that wants for nothing. So ...
From $317 per night (USD)
VRBO
From $317 per night (USD)
Expedia
240 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Fresh renovations enhance your stay in this wonderfully comfortable and spacious one bedroom unit. The bedroom has both ...
From $317 per night (USD)
Expedia
From $264 per night (USD)
VRBO
224 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Tastefully decorated in Modern Coastal decor, this downstairs studio unit has undergone a complete remodel and is straig ...
From $264 per night (USD)
VRBO
From $317 per night (USD)
Expedia
216 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The living area of this unit that overlooks the beach level is in Floral shades of blue with blue carpeting that make th ...
From $317 per night (USD)
Expedia
From $344 per night (USD)
VRBO
210 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious ground floor, end unit with lots of natural light. Good location , low traffic area, convenient tiki situated ...
From $344 per night (USD)
VRBO
From $317 per night (USD)
Expedia
221 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to paradise! Beautifully decorated with designer's touches. This 1 bedroom unit is completely updated and furni ...
From $317 per night (USD)
Expedia
From $264 per night (USD)
VRBO
227 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You will be only steps from the beautiful 500' of beachfront and from the pool. This remodeled/redecorated 1st floor stu ...
From $264 per night (USD)
VRBO
From $317 per night (USD)
Expedia
215 ONE BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Comfy and cozy ground floor one bedroom condo with a king bed . Seashells, books and oversized soft furniture, with slee ...
From $317 per night (USD)
Expedia
From $264 per night (USD)
VRBO
220 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nicely updated with tiled flooring, a modern kitchen and the totally updated bathroom features a walk-in shower. The un ...
From $264 per night (USD)
VRBO
From $368 per night (USD)
Expedia
269 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Light wicker furniture give this one bedroom end unit a spacious feel as soft seashell accents and wicker furniture make ...
From $368 per night (USD)
Expedia
From $264 per night (USD)
VRBO
248 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Unit 248 where your stay is sure to be relaxing and comfortable ! This second floor studio has been remode ...
From $264 per night (USD)
VRBO
From $264 per night (USD)
Expedia
229 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step out onto the beautiful gulf beach from this newly remodeled ground floor studio. The kitchen and bath have been co ...
From $264 per night (USD)
Expedia
From $353 per night (USD)
VRBO
254 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Brand new kitchen with granite counter tops and dishwasher. The same granite countertop and a new sink were also instal ...
From $353 per night (USD)
VRBO
From $310 per night (USD)
Expedia
244 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Amazing view of the Gulf from this upper floor unit. Decorated in hues of taupe, aqua and grey. New tile flooring throug ...
From $310 per night (USD)
Expedia
From $317 per night (USD)
VRBO
245 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Florida in this beautifully and tropically decorated one bedroom unit. Terra Cotta tile throughout and two f ...
From $317 per night (USD)
VRBO
From $396 per night (USD)
Expedia
236 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spacious fully tiled end unit with two full size beds and beige leather furnishings make your vacation even more enjoyab ...
From $396 per night (USD)
Expedia
From $396 per night (USD)
VRBO
247-249 TWO-BEDROOM - Diplomat Beach Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunny and bright this spacious and comfy two bedroom condo is a vacationers delight. Tile and carpet throughout add to ...
From $396 per night (USD)
VRBO
From $264 per night (USD)
Expedia
246 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this direct beachfront condominium unit #246 with spectacular ocean, beach and sunset views. This condominium ...
From $264 per night (USD)
Expedia
From $317 per night (USD)
VRBO
235 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very attractively decorated condo with rainbow colors on white wicker furniture make this not only relaxing but fun in t ...
From $317 per night (USD)
VRBO
$Country Club Long Boat Key Beach Villa 2B 3BA Pool\nNo Hurricane Damage$
From $227 per night (USD)
VRBO
Country Club Long Boat Key Beach Villa 2B 3BA Pool\nNo Hurricane Damage
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Villa is 15 steps from your own private sugar sand bay beach. Cedars East Resort is a unique vacation getaway nestled w ...
From $227 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Island Hideaway with Boat Parking! Steps to the Sand!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover this quaint one-bedroom guest house tucked away in a peaceful corner lot with front screened patio & landscaped ...
From $134 per night (USD)
VRBO
$Gorgeous Beachfront ~ Spacious & Updated 2\/2 ~ Heated Saltwater Pool$
From $307 per night (USD)
VRBO
Gorgeous Beachfront ~ Spacious & Updated 2\/2 ~ Heated Saltwater Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This luxury beach getaway is waiting for you to enjoy. It is directly overlooking the beautiful shores and sparkling tu ...
From $307 per night (USD)
VRBO
From $264 per night (USD)
VRBO
218 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beachfront ground floor studio unit with amazing gulf views. Remodeled with new furniture, kitchen cabinets/countertops ...
From $264 per night (USD)
VRBO
From $264 per night (USD)
Expedia
250 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Newly renovated in the Spring of 2022 This second floor efficiency is in a great location directly on the beach with a ...
From $264 per night (USD)
Expedia
From $264 per night (USD)
VRBO
253 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beachfront studio unit with amazing ocean views. Completely remodeled with new furniture, cabinets, appliances, counter ...
From $264 per night (USD)
VRBO
From $385 per night (USD)
Expedia
230 ONE-BEDROOM - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to paradise! Brand new furnishings! After shelling, sightseeing or doing "nothing" at all, enjoy your home-away- ...
From $385 per night (USD)
Expedia
From $264 per night (USD)
VRBO
252 STUDIO - Diplomat Beach Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
With its nautical colors, this studio is the ideal beachy getaway for your vacation on the Gulf. The comfortable furnit ...
From $264 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Beachcomber unit 202
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Staying on Longboat Key means you get to experience what Heaven on Earth feels like. A place where you can walk on prist ...
From $489 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Beachcomber unit 501
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Relax and Enjoy the Beach, Pool & Longb ...
From $325 per night (USD)
VRBO
$PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT\nPrivate Beach Back Yard ! 5 BR 2 Bath$
From $474 per night (USD)
Expedia
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT\nPrivate Beach Back Yard ! 5 BR 2 Bath
Bedrooms:
2
Bathrooms:
5
Sleeps:
16
Your tropical oasis awaits! Our spacious, newly decorated coastal chic 5 bdrm/2 bath home is just 2 miles from the beaut ...
From $474 per night (USD)
Expedia
From $755 per night (USD)
VRBO
Island Village Compound! Steps to the Sand! Historical Area
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Enjoy this family compound located in the heart of the LongBeach historical fishing village on Longboat Key. Property o ...
From $755 per night (USD)
VRBO
From $607 per night (USD)
VRBO
Island Village Main + Guest House - Steps from the Sand
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Perfect for families who enjoy each other's company but require a bit more space. Guest house features a remodeled kitc ...
From $607 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Beachcomber unit 201
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Welcome Snow Birds and Florida locals l ...
From $336 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Island Sanctuary
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Beautiful home in one of the most desirable areas of Longboat Key. Everything you need for your beach getaway. Walk to p ...
From $449 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Unit #114 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our resort has a relaxed, upscale feel. It is great for vacationers seeking peace and tranquility as well as families wa ...
From $448 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Unit #203 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second Floor, non-smoking unit. Best views to the beach/Gulf in the Sand Cay complex. Three large bay windows looki ...
From $506 per night (USD)
Expedia
From $566 per night (USD)
VRBO
Unit #204 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Second floor non-smoking unit. Accommodates 6 people. Living room has a 110" window with a direct view of the beach/Gu ...
From $566 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Unit #111 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come experience the ultimate white sandy private beach front boutique Florida paradise. When planning a trip to the beau ...
From $416 per night (USD)
Expedia
From $508 per night (USD)
VRBO
Unit #106 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright, beachy ground floor unit with a lovely view and easy access of the Gulf. Large, extended bedrooms that comforta ...
From $508 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Unit #201 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will b ...
From $505 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Unit #209 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a short walk to the beach, and steps away from the office, fenced in pool, tennis court and laundry facilities. Th ...
From $421 per night (USD)
VRBO
From $503 per night (USD)
Expedia
Unit #303 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to paradise! Now is a great time to escape to the beach where you can destress in an environment that makes it e ...
From $503 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Unit #120 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Front Condo That Has It All Wonderful ground floor unit – walk right to the beach – no steps to deal with! Very p ...
From $491 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Unit #320 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Master bedroom has king size bed and full bath. Second bedroom has twin beds with full bath. Extremely well equipped k ...
From $536 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Unit #105 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $478 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Unit #205 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience spectacular views from this beautifully appointed and well-located Gulf View (Close to Gulf Front) unit! Now ...
From $476 per night (USD)
Expedia
From $551 per night (USD)
VRBO
Unit #104 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $551 per night (USD)
VRBO
From $443 per night (USD)
Expedia
Unit #107 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $443 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Unit #116 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
First floor Gulf front. Queen bed in the master, Two full beds in guest bedroom. The views make you want to bask in the ...
From $557 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Unit #311 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor unit looks over the heated pool of Sand Cay. Decorated unit has all the luxuries of home. Quaint, quiet, an ...
From $447 per night (USD)
Expedia
From $641 per night (USD)
VRBO
Unit #219 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
All new appliances, granite and walk-in master shower. Living space has a Hi def flat-screen TV. Comfortable and cozy, ...
From $641 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Unit #217 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second floor, The kitchen/living room was renovated / furnished in 2017. All new bathrooms and bedrooms renovated in 20 ...
From $478 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Unit #117 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront, Beachfront, Beachfront! You cannot get any closer to the beach! Just walk out your patio and your toes are i ...
From $586 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Unit #306 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor,. Living room and master bedroom has new furniture. Murphy bed in living room. Quaint, quiet, and the qualit ...
From $506 per night (USD)
Expedia
From $494 per night (USD)
VRBO
Unit #315 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
#315 is a beautiful, light, bright, spacious 2 Bedroom 2 Bath 3rd Floor Condominium with gorgeous views of the Gulf of M ...
From $494 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Unit #301 Sand Cay Beach Resort Gulf View 7 Night Minimum
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our totally renovated home. Located on the top floor of building 4 next to 11 lovely quiet condominiums. You ...
From $452 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Unit #307 Sand Cay Beach Resort Pool and Garden
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright and sunny two-bedroom two-bathroom condo in a small resort located on the beach. Top floor unit with elevator acc ...
From $437 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Unit #216 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Salt life could not be better! This unit is under new ownership and has been updated top to bottom, inside and out…all e ...
From $523 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Unit #215 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2nd Floor Non-Smoking Gulf Front Unit. Unit COMPLETLY renovated and NEWLY furnished. Spectacular sunset views of the Gul ...
From $483 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Unit #118 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $566 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Unit #109 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $416 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Unit #108 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This sought after, BEAUTIFULLY FURNISHED, two bedrooms, two bath FIRST FLOOR END UNIT offers fully renovated kitchen an ...
From $436 per night (USD)
Expedia
From $567 per night (USD)
VRBO
Unit #316 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit can accommodate up to six people with the sleeper sofa in living room. This unit is a must rent for a first class ...
From $567 per night (USD)
VRBO
From $466 per night (USD)
Expedia
Unit #113 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Extended bedrooms. Amenities include 3 televisions with DVD and washer and dryer. Quaint, quiet, and the quality of a bo ...
From $466 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Unit #314 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Light and bright, close to the elevator, this third floor condo is garden view, midway between the pool and beach. The ...
From $456 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Unit #302 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful view from living room area. Cathedral ceilings, gorgeous appointments. Quaint, quiet, and the quality of a bo ...
From $536 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Unit #103 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit 103 is completely renovated, stylish and modern in hues of grey, black and white, complemented by all new furnishin ...
From $553 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Unit #110 Sand Cay Beach Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect for families! First floor by the pool with "Private Front Yard" landscaping. View of the Gulf of Mexico from li ...
From $497 per night (USD)
Expedia
From $864 per night (USD)
VRBO
Unit #304 Sand Cay Beach Resort Gulf Front
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Great family unit features spectacular views of the Gulf of Mexico & and the property's lovely garden. Quaint, quiet, a ...
From $864 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Unit #115 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
All new floors, bathrooms, kitchen, furniture, mattresses, appliances and more. Brand new open layout., including a firs ...
From $483 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Unit #102 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
First floor Gulf Front. Extended bedrooms. Recently redecorated. Private and very near Gulf. The kitchen is elegant ...
From $553 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Unit #312 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor,, with balcony and View of Gulf, unit. Must see! Open living room with vaulted ceilings. Light and brightl ...
From $415 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Unit #305 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Light and elegant, third floor with high ceiling and Bay windows, non-smoking unit. Open kitchen, newly renovated baths, ...
From $481 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Unit #317 Sand Cay Beach Resort Gulf Front 7 night minimum
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No walls interrupt panoramic gulf views in this beautifully renovated condo. With soaring ceilings and tiled floors, th ...
From $513 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Direct Beachfront Gulf with Amazing Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LongBoat Key wins Conde Nast Traveler Award _______________________________________ **Our unit has its own Full sized ...
From $589 per night (USD)
VRBO
From $501 per night (USD)
Expedia
50 ft from sand Private Island100 +review
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full ki ...
From $501 per night (USD)
Expedia
From $599 per night (USD)
VRBO
Major Upgrades beach Open Dec 7-21Jan 1-18 1 of a kind home right on the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Zilli family Villa beach house on Longboat Key. After using this 2,000 sf home for their own family vacat ...
From $599 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Renovated Beachplace 3 BR Beachfront by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachplace Condo: A 3-Bedroom Modern Oasis on Longboat Key by FVC Step into the epitome of modern beachfront living wit ...
From $388 per night (USD)
VRBO
From $627 per night (USD)
VRBO
Bermuda-esque Island Hideaway! Steps to Sand!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Remodeled main house plus cottage features 3 bed/2 bath + spacious 1/1. Firepit in private fenced yard filled with heavy ...
From $627 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Fisherman's Island Village Hideaway! Steps2Sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled amidst lush tropical foliage and a profusion of fruit-bearing trees, this charming 3-bedroom, 2-bathroom home gr ...
From $342 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Bermuda-esque Island Guest House! Steps to the Sand!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover this charming cottage tucked away on a serene corner lot, nestled in the heart of Long Beach—a historic fishing ...
From $168 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Longboat Key Cedars Beach House-Pet Friendly-2 Minute Walk To The Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A Bayside tennis and residential community in the heart of Longboat Key, FL. Sunshine and warm breezes accent the well-a ...
From $266 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Anna Maria Island Cottage Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to Cottage Haven! This charming cottage located in Bradenton Beach is a very short walk to the beautiful white ...
From $339 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Longboat Key Beachfront - Beautifully Updated with Prime Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come enjoy this beautiful beachfront condo! Completely renovated and updated,, this condo is located at the desirable ...
From $352 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Stunning Canal Condo - Walk to Beach - Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
***HOME WITH CANAL VIEW/WALK TO THE BEACH*** Pleasant and quiet residential street in beautiful Longboat Key. This 2 be ...
From $231 per night (USD)
VRBO
From $370 per night (USD)
Expedia
5 floor penthouse 60 feet from the sand Nov 16-23 Dec15-24open beach open
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. It is part of the ...
From $370 per night (USD)
Expedia
$WATERFRONT CONDO W\/ PRIVATE BOAT DOCK, AND BEACH ACCESS!$
From $192 per night (USD)
VRBO
WATERFRONT CONDO W\/ PRIVATE BOAT DOCK, AND BEACH ACCESS!
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Nestled between the highly sought after Anna Maria Island and Saint Armands Circle this amazing Longboat Key Boathouse o ...
From $192 per night (USD)
VRBO
$Tree-lined home w\/ amazing decor & screened porch - near beach\/dining$
From $225 per night (USD)
Expedia
Tree-lined home w\/ amazing decor & screened porch - near beach\/dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Treetops Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $225 per night (USD)
Expedia

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