
Longboat Key Rentals
- From $350 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, ma ...
From $350 per night (USD)VRBO
- From $625 per night (USD)
Expedia
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
- Bedrooms:
- 3
- 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 $625 per night (USD)Expedia
- From $299 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 $299 per night (USD)VRBO
- From $306 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 $306 per night (USD)Expedia
- From $418 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 $418 per night (USD)VRBO
- From $133 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 $133 per night (USD)VRBO
- From $329 per night (USD)
VRBO
Longboat Key Escape–2BR Beachplace Condo Near the Ocean Unit 5-301 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 $329 per night (USD)VRBO
- From $611 per night (USD)
VRBO
Full Gulf Front Gorgeous Condo . Directly on the Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coastal Contemporary Condo located at the Sea Gate complex on south Longboat Key. Corner unit on the fourth floor. Co ...
From $611 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Silver Sands on the Sea!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $384 per night (USD)VRBO
- From $257 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 $257 per night (USD)VRBO
- From $318 per night (USD)
VRBO
Cedars East Escape–Perfect for Tennis Lovers & Beachgoers Unit #804 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $318 per night (USD)VRBO
- From $143 per night (USD)
Expedia
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 $143 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Beachplace Living – Walk to Beach, Swim, Play & Unwind #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 $291 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Private home, North End LBK. 2 Bedrooms 1 Bath On 2nd Floor only steps to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private Beach Cottage with apartment on second floor. Top floor apartment has two bedrooms, one recently remodeled bath, ...
From $188 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Best views of the beach from your balcony Unit 301
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Paradise! Unit 301 with unobstructed Mexican Gulf View. This is a corner condo, so you have more space and a ...
From $366 per night (USD)VRBO
- From $336 per night (USD)
Expedia
⚓The Tree House! Beautiful townhome in Longboat Key with great amenities surrounded by nature!⚓
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Tree House in Cedars East Longboat Key! ⚓Short bike ride to beaches ⚓Community Pool, Kayak Launch, Natur ...
From $336 per night (USD)Expedia
- Click For Pricing
VRBO
PENTHOUSE WITH A SPECTACULAR VIEWS OF THE GULF OF MEXICO EQUALY SARASOTA BAY
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 4
Penthouse Contemporary design. Spectacular Views of Gulf & Sarasota Bay. Kitchen, Self Clean Oven, Micro, Dishwasher. Sp ...
Click For PricingVRBO
- From $282 per night (USD)
Expedia
Longboat Key Escape–Beach, Pool, Tennis & Pickleball Cedars East #603 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $282 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Arbomar 302 Gulf Front 2 BR by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront Bliss on Longboat Key – Stunning Views & Modern Comfort Stay directly on the beach in this beautifully upd ...
From $307 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Newly Renovated - 2BR Beachfront Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NEWLY RENOVATED!! A beachfront condominium managed by Florida Vacation Connection is located on the world-renowned Long ...
From $379 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Beachview 2 BR / 2 BA Beachplace condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachplace 5-402 | Pond & Beach Views | Florida Vacation Connection Welcome to Beachplace 5-402, your serene getaway on ...
From $294 per night (USD)VRBO
- From $322 per night (USD)
Expedia
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 $322 per night (USD)Expedia
- From $271 per night (USD)
VRBO
Adorable condo with a full kitchen & outdoor space - just steps from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gulf View Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $271 per night (USD)VRBO
- From $416 per night (USD)
Expedia
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 $416 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Longboat Key Escape–Resort Pool + Ocean: Beachplace Condo # 7-102 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 $318 per night (USD)VRBO
- From $408 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 $408 per night (USD)VRBO
- From $459 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 $459 per night (USD)VRBO
- From $402 per night (USD)
Expedia
ON the Beach, 2nd Floor - Elevator - Heated swimming pool and Spa
- 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 $402 per night (USD)Expedia
- From $312 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 $312 per night (USD)VRBO
- From $787 per night (USD)
Expedia
Gulf Coast Luxury – Large Beachfront Living: La Playa #203D 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 $787 per night (USD)Expedia
- From $319 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
Come enjoy some peace in quiet in beautiful Longboat Key. This clean and comfortable 2 bedroom 2 bathroom condo on Saras ...
From $319 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Flash Sale Late OCT - NOV take a peek
- 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 $418 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Client texted view crazy ON SALE
- 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 $385 per night (USD)VRBO
- From $431 per night (USD)
Expedia
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
- 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 $431 per night (USD)Expedia
- From $405 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 $405 per night (USD)VRBO
- From $372 per night (USD)
Expedia
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 $372 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Delightful 2/2 Beach House LBK 5 Min walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute walk to the gorgeous beach! This delightful beach house is 1,404 ...
From $376 per night (USD)VRBO
- From $587 per night (USD)
Expedia
NO REGRETS -Bright beautiful sunny home. Elevator beside driveway to upstairs.
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $587 per night (USD)Expedia
- From $458 per night (USD)
VRBO
2 BR Beachfront Paradise in Longboat Key-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 $458 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Island Escape with Private Dock & Jacuzzi–Welcome to Casa del Mar Home by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy island-style vacations at the Casa del Mar Home. Located on the north end of the exclusive island of Longboat Key, ...
From $464 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Cedars East #528 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 $293 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Silver Sands Serenity – Unit 234 at the Beach 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 $240 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Beach Castle Resort #23: 1 BR, 1 BA Hotel in Longboat Key, Sleeps 4
- 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 $334 per night (USD)VRBO
- From $311 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 $311 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Gulfside Resort on Longboat Key Silver Sands Gulf Beach Resort #241A by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $288 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Pet Friendly LBK Home-Space Galore w Pool, Fireplace & Walk to Beach by RVA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
RVA presents this spacious vacation home. The Tarawitt Home, is located on a secluded road at the northern tip of Longbo ...
From $442 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Your Gulf Front Escape: Silver Sands 252-Perfect Longboat Key Retreat, 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 $308 per night (USD)VRBO
- From $247 per night (USD)
Expedia
St. Armands oasis with saltwater pool - walk to beach & shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $247 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Relaxing 2BR Retreat-Silver Sands Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $377 per night (USD)VRBO
- From $482 per night (USD)
Expedia
Beachfront Bliss – Beach Castle #1, A Coastal Gem by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $482 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Gulfside Getaway – Silver Sands Gulf Beach Resort #235 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $288 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Direct Gulf Views! Spacious 2BR Beachfront Condo Cabana Beach Club #7 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 $506 per night (USD)Expedia
- From $296 per night (USD)
VRBO
Relax. Recharge. Repeat Silver Sands #241 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 $296 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Pet-Friendly 2BR Condo with Bay Views & Tennis Cedars East #810 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $297 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Peaceful Gulf Views: 2nd-Floor Beachfront at Outrigger Resort #8 Condo by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $341 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Relax at the Gulf – Silver Sands Gulf Beach Resort #232, Longboat Key
- 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 $265 per night (USD)Expedia
- From $1079 per night (USD)
VRBO
Beautiful Waterfront Estate! Private gated property. Deeded beach access.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This spacious 5 bedrooms, 4.5 bath in the heart of Longboat Key is ready to accommodate you on your dream Florida vacati ...
From $1079 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $319 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Newly Renovated 1BR! Stylish Beach Getaway-Cabana Beach Club #5 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $301 per night (USD)VRBO
- From $499 per night (USD)
Expedia
Your Beachfront Haven – Beach Castle #3 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $499 per night (USD)Expedia
- From $432 per night (USD)
VRBO
Steps to Sand & Sunset – Charming Condo at The Outrigger by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $432 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Beachplace 7-404 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents a delightful two-bedroom, two-bathroom unit at Beachplace, featuring a king-sized master bedroom and two tw ...
From $302 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Longboat Key, Penthouse, 3 Bed 3Bath 2 patios Beachfront
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Penthouse unit with view of Gulf from all rooms.2 Rooftop patios with furnishings. Private beach across GMD and private ...
From $311 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Coastal Comfort – Silver Sands Gulf Beach Resort #233 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 $241 per night (USD)Expedia
- From $368 per night (USD)
VRBO
Cedars East 2BR Condo–Bright, Airy Near Beach & Courts Unit #607 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $368 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Roomy 2 Bedroom Retreat with Stunning Amenities Silver Sands #239 by RVA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $368 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Bay Breezes & Wagging Tails – Pet-Friendly Stay at Cedars East #830 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $316 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Beautiful Beach Longboat Key Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful BeachTownhouse in prestigious Cedars East Resort. October 2024 update: We're happy to report that despite tw ...
From $238 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Oceanfront 1BR Silver Sands Longboat Key-Your Gulf Escape #257 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 $327 per night (USD)VRBO
- From $483 per night (USD)
Expedia
Spacious 3 Bedroom with Deck Gulfside Condo - Silver Sands #238 Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $483 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Cedars Tennis Resort, is a luxury vacation rental on Longboat Key, close to Sarasota and world renowned St Armand's Circ ...
From $252 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Beautiful canal front unit!See manatees playing from your living room.Cabana #12
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our comfortable beach style end unit 12 of the Cabana Beach Club directly faces the bay/canal. This one bedroom and on ...
From $260 per night (USD)Expedia
- From $288 per night (USD)
VRBO
LBK Home! Steps from the beach! Sleeps 4!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our home is a 2 bedroom, 2 bath newly remodeled home located right off of Gulf of Mexico Drive. A small public beach acc ...
From $288 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Waterfront ❤ Spa/Pool ❤ Private Paradise on LBK !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for the ULTIMATE Beach getaway? This is it! Welcome to paradise at the Harbour Villa Club. 2 Bedrooms, 2 Baths w ...
From $346 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Tranquil Getaway In A Tropical Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
• Welcoming and distinctive, fully furnished 2 bedroom, 2 bathroom condo in a tranquil environment. • Very private first ...
From $173 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Beautiful 3 bedroom beach front condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to our beautiful beachfront, three bedroom, 2 bath, first floor condo. Our condo has been recently remodeled to ...
From $402 per night (USD)VRBO
- From $471 per night (USD)
VRBO
Prime Location, Endless Gulf Views - Beach Castle Resort #9 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $471 per night (USD)VRBO
- From $416 per night (USD)
Expedia
2 BR w Private Balcony on the Beach in Longboat Key-Silver Sands #251S by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $416 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Drift & Dune – Longboat Beachfront - The Beach on Longboat Key #101 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $316 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Active Coastal Getaway – 2BR Resort Condo at Beachplace #6-202 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents an inviting two-bedroom, two-bathroom condominium at Beachplace, featuring a king-sized master bed and two ...
From $267 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Sun, Sand & Serenity – Beach Castle #17 by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $277 per night (USD)VRBO
- From $497 per night (USD)
Expedia
Gulfside Comfort Just Steps from the Sand - Beach Castle Resort #4 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $497 per night (USD)Expedia
- From $319 per night (USD)
VRBO
The Beach on Longboat Key #227 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $319 per night (USD)VRBO
- From $637 per night (USD)
VRBO
Bayfront Longboat Key House with Pool and 3 min walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for you ...
From $637 per night (USD)VRBO
- From $414 per night (USD)
VRBO
NEWLY RENOVATED - Beachplace 4-104 2BR Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this first floor, Newly Renovated, walk down has views of the reflecting pond and fou ...
From $414 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 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 $352 per night (USD)
VRBO
The Shore 211-Stylish 2BR Gulffront Condo with Stunning Sunsets & Pool by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA asks that you imagine the wonderful sunsets you can capture right from your own balcony at The Shore. Located direct ...
From $352 per night (USD)VRBO
- From $811 per night (USD)
Expedia
Lido Key Luxury Pool Home–Perfect for Families Lido Shores Sanctuary by RVA
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Lido Shores Sanctuary by RVA. Located in the private community of Lido Shores, with gated beach access an ...
From $811 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Beachplace 2BR–Heated Pool, Private Beach, Resort Living: Condo #5-601 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA proudly presents a two-bedroom, two-bathroom unit situated in building 5, boasting some of the most stunning Gulf fr ...
From $324 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Tranquil Bay Views from Cedars East–Tennis & Pool Access Unit #812 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $361 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Gulf-Front Luxury: 2BR Beachplace Condo on Longboat Key Unit 9-103 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents a charming two-bedroom, two-bathroom condominium at Beachplace boasting breathtaking Gulf front views. With ...
From $364 per night (USD)VRBO
- Click For Pricing
Expedia
Stay & Serve – Cedars East Tennis Resort #511 on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
Click For PricingExpedia
- From $443 per night (USD)
VRBO
Beachfront Family Escape–2BR with Direct Ocean View Silver Sands # 259 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beachfront on beautiful Longboat Key, this resort offers all the amen ...
From $443 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $277 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Pet Friendly Longboat Key Condo with View of Gulf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Adorable and only 50 steps to awesome Longboat beach directly across the street is the beach access. This is a very priv ...
From $118 per night (USD)VRBO
- From $301 per night (USD)
Expedia
1 Bedroom on Gulf w Private Balcony & Kitchen Silver Sands #253 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 $301 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Beach Escape – Silver Sands Gulf Resort #246, Private Patio & Pool 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 $307 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Secluded Gulfside 2BR Condo w Enclosed Patio, Sunset Views & Pool by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...
From $215 per night (USD)Expedia
- From $578 per night (USD)
VRBO
Steps to the Sand: Gulfside 2BR at Whitney Beach w Pool & Sunset Views by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...
From $578 per night (USD)VRBO
- From $631 per night (USD)
Expedia
Completely gutted and newly renovated in 2021. Condo & POOL IS ON THE BEACH.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The master bedroom has King bed with a 42 inch Flat Screen TV with suite on bathroom with 2 sinks and large walk in clos ...
From $631 per night (USD)Expedia




































































































