Longboat Key Rentals
- From $450 per night (USD)
VRBO
Amazing Gulf Beach Condo Steps From The Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a small cozy 5 STAR rated Time Share Rental Property with less then 50 units in the middle of the 11 mile beach ...
From $450 per night (USD)VRBO
- From $585 per night (USD)
Expedia
Sea Grape Inn #6- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $585 per night (USD)Expedia
- From $482 per night (USD)
VRBO
Sea Grape Inn #2- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper, ...
From $482 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Oceanview Beautiful Penthouse 3 Rms Private Patios Spacious Steps to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
* DISCOUNTED RATE AVAILABLE FOR MORE THAN 90 DAYS. CONTACT OWNER FOR DETAILS* Life is good at Beach Harbor Club in Longb ...
From $340 per night (USD)VRBO
- From $331 per night (USD)
VRBO
First level - steps to beautiful beach, Longboat Key\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This condo is located on gorgeous Whitney Beach, at the north end of the barrier island Longboat Key. It is a ground flo ...
From $331 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Spacious family home with pool and walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
This home is called the Sea Lion Cottage offering the cozy charm of a beach cottage in a stylishly updated mid-century c ...
From $390 per night (USD)VRBO
- From $370 per night (USD)
VRBO
Gulf Front, luxury condominium - Long Boat Key, FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Prime location and luxury !!!! Enjoy spectacular sunsets and incredible water views of the Gulf of Mexico in this upsc ...
From $370 per night (USD)VRBO
- From $181 per night (USD)
VRBO
Charming Private Cottage with Dock 2-Minute Walk to Beautiful Sandy Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Secluded 2-bedroom ground level private home at the entrance to Longbeach Village with open floor plan including living ...
From $181 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Gray House is a completely renovated historical cottage dating back to the early 1900s, in the historical fishing vi ...
From $258 per night (USD)VRBO
- From $257 per night (USD)
VRBO
New Listing: Sun, Sea Breeze & Seagulls – The Ultimate Beach Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the heart of Longboat Key Gulf Key provides it’ guest with one of the best locations on the key. With two (2) ...
From $257 per night (USD)VRBO
- From $627 per night (USD)
VRBO
Coquina Moorings 201 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath with...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coquina Moorings, Unit 201 - Anna Maria Island - 2 Bedroom/ 2 Bath with Den, maximum occupancy of 6 people. Bay an ...
From $627 per night (USD)VRBO
- From $168 per night (USD)
VRBO
Lovely 2 Bedroom in Bayport Beach and Tennis Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This tastefully furnished, second-floor condo in the Bayport Beach and Tennis Club offers a comfortable living space wit ...
From $168 per night (USD)VRBO
- From $455 per night (USD)
VRBO
Beautiful beachfront condo on Longboat Key, FL!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Direct Beachfront, Longboat Key remodeled 2/2 Condo in Beachplace. Beautiful Beachplace is a gated community located on ...
From $455 per night (USD)VRBO
- From $196 per night (USD)
Expedia
The Linley Bungalow - Pool home in the Village of Longboat Key. Walk to restaurants and beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Linley Bungalow.....Cute 1 bedroom, 1.5 bath, beach bungalow is the perfect compact pool home for those looking for a la ...
From $196 per night (USD)Expedia
- From $793 per night (USD)
VRBO
637 Norton - Longboat Key - Private canal home 4 Bedroom\/ 3.5 Bath with...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
637 Norton - Longboat Key - 4 Bedroom/ 3.5 Bath, maximum occupancy of 8 people. Canal Home - Private Pool - Boat D ...
From $793 per night (USD)VRBO
- From $950 per night (USD)
Expedia
The Beach on Longboat Key #221 Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $950 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Beautiful, Recently Renovated 2br \/ 2b Gulf Front Condo.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful condo is furnished in island style furniture. It includes an inside entry, washer/dryer, big screen TV, f ...
From $336 per night (USD)VRBO
- From $2186 per night (USD)
Expedia
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2186 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Longboat Key Resort Escape - Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Prepare yourself for a Gulf Coast getaway at this welcoming 1-bed, 1-bath vacation rental nestled in the tropical Beach ...
From $225 per night (USD)VRBO
- From $264 per night (USD)
Expedia
Blue Heron House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Heron House by RVA. This three-bedroom plus office, two-bathroom house is located on the Northern end of ...
From $264 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean view Longboat Key condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 BR/2 BA spacious condo timeshare at the Veranda Beach Club in Longboat Key with Gulf of Mexico views from the balcony. ...
Click For PricingVRBO
- From $267 per night (USD)
Expedia
DIRECT BAYFRONT VIEWS ON LONGBOAT KEY! Fall dates available
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...
From $267 per night (USD)Expedia
- From $250 per night (USD)
VRBO
LONGBOAT KEY BEAUTY! This 2\/2 unit offers stunning views of the bay! Call today to book your fall vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...
From $250 per night (USD)VRBO
- From $1227 per night (USD)
Expedia
The Beach on Longboat Key #221S Resort by RVA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $1227 per night (USD)Expedia
- From $427 per night (USD)
VRBO
The Beach on Longboat Key #220 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $427 per night (USD)VRBO
- Click For Pricing
Expedia
Little Gull Resort - Longboat Key, Florida
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Large 4 bedroom Suite on beautiful Sarasota Bay. 2 bathroom Pull-out sofa bed sleeps 2. Large verandah with a great vie ...
Click For PricingExpedia
- From $279 per night (USD)
VRBO
Beach Front No Crossing Needed Condo Paradise. Ground Floor. Full kitchen.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
NO HURRICANE HELENE AND MILTON DAMAGES! BEACH IS OPEN. POOL IS CLEANED, UP AND RUNNING. GROUND AREA IS CLEANED! WE ARE ...
From $279 per night (USD)VRBO
- From $636 per night (USD)
Expedia
Beach Front. No Street Crossing. Two Bedroom. 2 Full kitchens. 2 Full bathrooms.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
NO HURRICANE HELENE AND MILTON DAMAGES! BEACH IS OPEN. POOL IS CLEANED, UP AND RUNNING. GROUND AREA IS CLEANED! WE ARE ...
From $636 per night (USD)Expedia
- From $504 per night (USD)
VRBO
Bright Key West style home on the Longboat Key-Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a great vacation home on the north end of Longboat Key near Longboat Pass. This home is set on a lovely bayou and ...
From $504 per night (USD)VRBO
- Click For Pricing
Expedia
beachfront condo on 6th floor of the longboat key club resort !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
Click For PricingExpedia
- From $229 per night (USD)
VRBO
Upscale Beachplace Condo...taking summer 2024 reservations July - November
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
LATEST NEWSFLASH FOR BEACHPLACE UNIT 4-404: * The following months in 2024 are currently available....July (starting on ...
From $229 per night (USD)VRBO
- From $371 per night (USD)
VRBO
LONGBOAT KEY BEACH CONDO
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Longboat Key (LBK) Family Home. Our condo is a true family home where we gather together to get away fr ...
From $371 per night (USD)VRBO
- Click For Pricing
VRBO
Longboat Key Cottage: Extended Stays Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Head to Florida for a much-needed, month-long getaway when you book and stay at this amenity-packed 2-bedroom, 2-bathroo ...
Click For PricingVRBO
- From $364 per night (USD)
VRBO
Beachplace - 6 305, 3 Bedroom Condo with Gulf and Bay views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
All the bells and whistles! This is a gorgeous 3 bedroom/2 bath corner unit with wrap around windows! Beautiful open con ...
From $364 per night (USD)VRBO
- From $175 per night (USD)
VRBO
2 Bd\/2 Bath Condo on Sarasota Bay Across from Gulf of Mexico 3-6 month rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Available from June 1st - December 15, 2023. Long-term renter desired. Beautiful corner unit condo with an abundance of ...
From $175 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Longboat Key, Florida - Little Gull Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Large 2 bedroom, 2 bathroom suite (plus pull-out sofa bed) Fully equipped kitchen with dishwasher 3 TVs and WIFI Firepla ...
Click For PricingExpedia
- From $320 per night (USD)
VRBO
Gulf Front 3 bedroom Condo in Club Longboat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful, ground floor, gulf front, condo in Club Longboat features two full bedrooms, two full baths, a den with ...
From $320 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 1st floor, 1 bedroom/1 bathroom beautifully and newly decorated condo is located directly across the street (beach ...
From $230 per night (USD)VRBO
- From $376 per night (USD)
VRBO
Updated Townhome, Secluded Beach + Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private updated townhome, just 100 yards from the beach. The spacious 2BR/2.5BA new listing has been tastefully furnishe ...
From $376 per night (USD)VRBO
- From $476 per night (USD)
Expedia
2Bd2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Sparkling Florida Bea ...
From $476 per night (USD)Expedia
- From $418 per night (USD)
VRBO
October\/November Special on Beautiful Updated Beachfront Condo on Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hi everybody, while covid seems to be less of a concern now, please also note that our condo has its own separate entran ...
From $418 per night (USD)VRBO
- From $580 per night (USD)
Expedia
Lido Key Getaway With Heated Private Pool and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This amazing mid-century modern home is the perfect Lido Key getaway for relaxation and vacation in Florida. Steps from ...
From $580 per night (USD)Expedia
- From $1061 per night (USD)
VRBO
Sea Grape Inn#8- Beach Front Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BEACH FRONT Condo- 2nd Floor of Beach Front Property, 3 Bdrms/2.5 Baths or UPGRADE to 4 Bdrms/ 3.5 Baths Condo! 3 BDRMS ...
From $1061 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Longbeach Lucky #13 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
No luck needed here to know you've stumbled upon one of the best spots Longboat Key has to offer. Longbeach Lucky 13 by ...
From $210 per night (USD)Expedia
- From $577 per night (USD)
VRBO
Longboat Key canal front Villa with a private dock.Great Family retreat.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Brand new villa on Longboat key has 2 bedrooms, master suite with king size bed, walk in closet and private bathroom w ...
From $577 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Amazing View & Breeze , Private Bay to Beach condo gated community and amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Amazing views from this fully furnished one bedroom / one bath condo on Longboat Key! Sleeps 2. Friendly gated communit ...
From $162 per night (USD)Expedia
- Click For Pricing
VRBO
Spectacular Views of Beach and Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
3 month minimum rental no smoking no pets. We are renting our turnkey condo fully furnished including all utilities. The ...
Click For PricingVRBO
- From $286 per night (USD)
VRBO
Exquisite Beachfront Condo with both Sunrise & Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A tropical treasure is waiting for you. Newly renovated beachfront beauty with Tommy Bahama inspired furnishings through ...
From $286 per night (USD)VRBO
- From $499 per night (USD)
VRBO
Coquina Moorings 103 ~ Beach, Bay, Pool, Docking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coquina Moorings offers the BEST of both worlds... The Beach and The Bay! Spectacular views from the main living area, ...
From $499 per night (USD)VRBO
- From $670 per night (USD)
Expedia
Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $670 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Direct gulf view!!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom, 2 bath condo located directly on the Gulf of Mexico on beautiful Longboat Key, Florida!! Both condos sleep ...
From $236 per night (USD)VRBO
- From $334 per night (USD)
Expedia
SPECTACULAR GULF OF MEXICO VIEWS ON LONGBOAT KEY!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom, 2 full bath 3rd Floor (Top Floor)-Southwest Corner 1500+ sq./ft. of living space Bedrooms (Sleeps 6): Bedroo ...
From $334 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Stunning Views, Directly on beach, Pool, Private Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Please Inquire with any questions or possible adjustments to dates. You will love the mesmerizing views of the Gulf of M ...
From $414 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Waterfront Condo in Longboat Key Florida
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Waterfront 1 bedroom, 1 bath ground floor walk out condominium. Water views from ALL rooms. The lanai/sun room is set up ...
From $191 per night (USD)VRBO
- From $234 per night (USD)
VRBO
Sunlit Longboat Key Escape w\/ Private Resort Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're looking to escape the mid-winter blues or satisfy your saltwater craving, this bright and airy 1-bedroom, ...
From $234 per night (USD)VRBO
- From $117 per night (USD)
VRBO
Magnificent gulf front condo with beautiful white sand beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Magnificent direct Gulf front property on Longboat Key. The condo has been updated from furniture and furnishings to pai ...
From $117 per night (USD)VRBO
- From $234 per night (USD)
VRBO
Beachplace 5-301 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA proudly presents an exquisite two-bedroom, two-bathroom residence nestled in building 5, offering unparalleled Gulf ...
From $234 per night (USD)VRBO
- From $515 per night (USD)
VRBO
Stunning Full Gulf Front Condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous 1,520 sq.ft. full, direct Gulf Of Mexico corner unit on the 4th. floor in the Sea Gate complex on south Longboa ...
From $515 per night (USD)VRBO
- From $540 per night (USD)
VRBO
Silver Sands on the Sea!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in excl ...
From $540 per night (USD)VRBO
- From $403 per night (USD)
VRBO
Bayport Beach & Tennis Club ~ A Beach to Bay Tropical Oasis!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bayport Beach and Tennis Club! Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 ...
From $403 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Cedars East #804 Townhome by RVA
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $356 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Private townhome steps from the beach and right next to the pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Beautiful 2 story private townhome has been recently updated in a bohemian beach vibe with warm pinks, blues and greens ...
From $346 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Paradise! Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful condo located on 2nd floor. End unit overlooking beautiful tropical plants and offering natural light ! Turn ...
From $144 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Beachplace 11-303 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA offers this comfortably appointed two-bedroom, two-bathroom condominium in the desirable gated community of Beachpla ...
From $251 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Private home, North End LBK. 2 Bedrooms 1 Bath On 2nd Floor NO HURRICANE DAMAGE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private Beach Cottage with apartment on second floor. Top floor apartment has two bedrooms, one bath, Living Room and Ea ...
From $186 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Beach view. Year-round Balcony Sunsets. Just renovated.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our resort was not affected by the hurricane. We are open for business. We have one more Gulf View unit 403 in this res ...
From $386 per night (USD)Expedia
- From $390 per night (USD)
VRBO
⚓The Tree House! Beautiful townhome in Longboat Key with great amenities surrounded by nature!⚓
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Tree House! ⚓Close proximity to Lakewood Ranch, Sarasota, and Tampa ⚓Short drive to beaches ⚓Fully stoc ...
From $390 per night (USD)VRBO
- Click For Pricing
Expedia
PENTHOUSE WITH A SPECTACULAR VIEWS OF THE GULF OF MEXICO EQUALY SARASOTA BAY
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Penthouse Contemporary design. Spectacular Views of Gulf & Sarasota Bay. Kitchen, Self Clean Oven, Micro, Dishwasher. Sp ...
Click For PricingExpedia
- From $268 per night (USD)
VRBO
Cedars East #603 Townhome by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $268 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Arbomar 302 Gulf Front 2 BR by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay directly on the beach in this ideal beach getaway located mid-island. The Gulf and sunset views are fantastic and ...
From $154 per night (USD)Expedia
- From $231 per night (USD)
VRBO
2BR Beachfront Condo at Beachplace 9-502 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated with an expectation of completion end of November 2024. Renovation will include an updated kitchen, new ...
From $231 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Beachview 2 BR \/ 2 BA Beachplace condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, Beachplace is a wonderful community known for its beautifully manicured grounds, outs ...
From $316 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Experience a resort feel vacation on the beach in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedrooms, two baths, (approximately 1500 square feet) with a study, two balconies, an assigned covered parking , loc ...
From $302 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Adorable condo with a full kitchen & outdoor space - just steps from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf View Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $326 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Unit #208 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect for families, this vacation rental features flat screen TV's in every room, fine furnishings and everything you ...
From $429 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Beachplace 7-102 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beachplace 7-102, a nicely decorated two-bedroom, two-bath unit at Beachplace that includes direct, private w ...
From $267 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Beachfront With Incredible Panoramic Gulf View and The Most Beautiful Sunset.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
NO HURRICANE HELENE AND MILTON DAMAGES! BEACH IS OPEN. POOL IS CLEANED, UP AND RUNNING. GROUND AREA IS CLEANED. WE ARE ...
From $377 per night (USD)VRBO
- From $260 per night (USD)
VRBO
REMODELED!!! Enjoy a Taste of Paradise from an Oceanfront Condo on White Sands!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This Beachplace condo, situated on the sands of Longboat Key, Florida, offers a breathtaking, panoramic view of the Gulf ...
From $260 per night (USD)VRBO
- From $671 per night (USD)
VRBO
Beautiful, renovated Gulf Front at Sand Cay with private beach on Longboat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your safety is our top priority. This unit is professionally cleaned using EPA registered product to combat Covid-19. In ...
From $671 per night (USD)VRBO
- From $370 per night (USD)
Expedia
ON the Beach, Covert II Condominium
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
On the Beach - Full view of the Gulf of Mexico. Fully furnished and equipped. Includes Long Distance phone service wit ...
From $370 per night (USD)Expedia
- From $332 per night (USD)
VRBO
\"Discover Your Coastal Oasis in Longboat Key, FL\" and St. Armands Area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful ...
From $332 per night (USD)VRBO
- From $878 per night (USD)
Expedia
La Playa #203D Luxury Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to La Playa #203D by RVA. Step out your door to the white sandy beach and emerald waters of the Gulf of Mexico. ...
From $878 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Beautiful 2\/2 bay veiw unit!! Fall dates are filling up quick, book yours today!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...
From $320 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Take a Peek fabulous unit. Beach perfect Nov 19 to the 29th Dec 14 to the 21st
- 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 $488 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Client texted said View Crazy.openNov12-2-24-30Dec124-28
- 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 $377 per night (USD)VRBO
- From $731 per night (USD)
Expedia
🏝Tropical, Private, Gated Home w\/ pool Short Walk to St Armands & Lido & LBK🏖
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Lido Key is located off the coast of downtown Sarasota and directly across the cascading Ringing Causeway. Sarasota's no ...
From $731 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Gulf Front, luxury condominium in beautiful Long Boat Key, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Prime location and luxury !!!! Enjoy spectacular sunsets and incredible water views of the Gulf of Mexico in this upscal ...
From $363 per night (USD)VRBO
- From $131 per night (USD)
Expedia
Lido Beach Corner of Beach and St. Armand Circle B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect Beach Location. Right across from Lido Beach and immediatly next to St. Armands Circle. Walk to the many resta ...
From $131 per night (USD)Expedia
- From $481 per night (USD)
VRBO
THE BEACH, condo #107, PRIVATE BEACH
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Studio, sleeps 4, full kitchen with ss appliances and granite countertops, 1 ba, private beach front patio, heated beach ...
From $481 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Stunning sunset views; Beachfront condo on central Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Private Condo located on second floor at Tiffany Plaza on Longboat Key. Second floor accessible only by security code el ...
From $402 per night (USD)VRBO
- From $128 per night (USD)
VRBO
Lido Beach Vacation on Corner Beach and St. Armand Circle C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Right on the corner of Lido Beach and St. Armands Circle. Fully Furnished 1bd 1bth. sleep sofa in the living room. 2b ...
From $128 per night (USD)VRBO
- From $129 per night (USD)
Expedia
Ocean View Large Lido Beach Corner of Beach and St. Armand Circle A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2BR, Comfortable King size bed in the master bedroom and Queen size bed in the 2nd bedroom Shower/bath. Stove microwave, ...
From $129 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Your Vacation Oasis Awaits on Beautiful Longboat Key!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bed, 3 Bath recently renovated Beach house with large sun deck and heated pool surrounded by beautiful landscaping tha ...
From $368 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Delightful 2\/2 Beach House LBK 5 Min walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute walk to the gorgeous beach! This delightful beach house is 1,404 ...
From $337 per night (USD)Expedia
- From $531 per night (USD)
VRBO
NO REGRETS -Bright beautiful sunny home. Elevator beside driveway to upstairs.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
We have a private laneway to our own piece of beautiful sugar sand, longboat key beach. We adjoin 35 acres of park and ...
From $531 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Cabana Beach Club #2 Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $524 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Cedars East #528 Townhome by RVA
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $247 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Silver Sands #234 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $270 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Walk to Beach\/Bay, 1st Floor, Beach Castle #23
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in this privately owned and “coastal themed” ground floor condo that sleeps 4 with bay views from the privacy of y ...
From $401 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Silver Sands #245 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $410 per night (USD)Expedia