
Longboat Key Rentals

- From $1462 per night (USD)
VRBO
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w/ Slide
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1462 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Walk to the Beach: Longboat Key Resort Escape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Community Perks | Near Restaurants Prepare for a Florida Gulf Coast escape at this Longboat Key vacation rental in the ...
From $275 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Beach, Boat & Paws–Pet-Friendly Pool Home Blue Heron in 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 $339 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $264 per night (USD)
VRBO
Direct bayfront views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2/2 directly on the bay! Gorgeous views ...
From $264 per night (USD)VRBO
- From $243 per night (USD)
Expedia
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
• Carefree check-in, go straight to your unit no office visit required. • Fully Equipped Kitchen including microwave, st ...
From $243 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- 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 $241 per night (USD)
VRBO
Right on the beach.Renovated ground Floor unit 63.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Completely renovated. Everything is new. Amazing location. Charming studio right on the beach. Condo management will he ...
From $241 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Bright Key West style home on the Longboat Key-Walk to the Beach
- Bedrooms:
- 3
- 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 $500 per night (USD)Expedia
- Click For Pricing
VRBO
beachfront condo on 6th floor of the longboat key club resort !
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 PricingVRBO
- From $197 per night (USD)
VRBO
Upscale Beachplace Condo...summer 2025 now discounted 15%...please inquire
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
LATEST NEWSFLASH FOR BEACHPLACE UNIT 4-404: * The following months in 2025 are available....July, August, September, Oc ...
From $197 per night (USD)VRBO
- From $454 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 $454 per night (USD)VRBO
- Click For Pricing
Expedia
Longboat Key Cottage: Extended Stays Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 PricingExpedia
- From $242 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 $242 per night (USD)VRBO
- From $126 per night (USD)
Expedia
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 $126 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- 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 $381 per night (USD)
Expedia
Updated Townhome, Secluded Beach + Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Renovation completed in 2025! New master bath, whole house repaint, new furniture, etc. Longboat Key beach is ok post-hu ...
From $381 per night (USD)Expedia
- From $352 per night (USD)
VRBO
2Bd+2 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. Fully renovated post 2 ...
From $352 per night (USD)VRBO
- From $373 per night (USD)
VRBO
We Are Open! No damage to our Beautiful Beachfront Condo on Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hi everybody, we are happy to report that our unit incurred no damage and our association had only minimal damage due to ...
From $373 per night (USD)VRBO
- From $411 per night (USD)
VRBO
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 $411 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Longbeach Lucky 13: Where Island Time Begins & Relaxation Never Ends 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 $289 per night (USD)Expedia
- From $476 per night (USD)
VRBO
Stunning Modern Villa with Private Pool&Dock on Longboat Key.Your Dream Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the Ultimate Getaway at Our Brand New Villa on Longboat Key! NO HURRICANE DAMAGE!!! Escape to paradise in o ...
From $476 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $308 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 $308 per night (USD)VRBO
- From $326 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 $326 per night (USD)VRBO
- From $617 per night (USD)
VRBO
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 $617 per night (USD)VRBO
- From $299 per night (USD)
Expedia
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)Expedia
- From $306 per night (USD)
VRBO
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)VRBO
- 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 $192 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 $192 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Sunlit Longboat Key Escape w/ Private Resort Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whether you're looking to escape the mid-winter blues or satisfy your saltwater craving, this bright and airy 1-bedroom, ...
From $306 per night (USD)Expedia
- From $131 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 $131 per night (USD)VRBO
- From $415 per night (USD)
Expedia
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 $415 per night (USD)Expedia
- From $496 per night (USD)
VRBO
Gorgeous Full Gulf Front Condo.
- 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 $496 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Condo with a View 2: September Availability!
- 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 $338 per night (USD)Expedia
- From $228 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 $228 per night (USD)VRBO
- From $318 per night (USD)
Expedia
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)Expedia
- From $128 per night (USD)
VRBO
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 $128 per night (USD)VRBO
- From $142 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 $142 per night (USD)Expedia
- From $192 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 $192 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 $347 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 $347 per night (USD)VRBO
- From $268 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 $268 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 $294 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 $294 per night (USD)Expedia
- From $216 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 $216 per night (USD)VRBO
- From $214 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 $214 per night (USD)Expedia
- From $136 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 $136 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 $345 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 $345 per night (USD)VRBO
- From $396 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 $396 per night (USD)Expedia
- From $259 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 $259 per night (USD)VRBO
- From $357 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 $357 per night (USD)VRBO
- From $520 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 $520 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 $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 $772 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 $772 per night (USD)Expedia
- From $224 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 $224 per night (USD)VRBO
- From $362 per night (USD)
Expedia
Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.
- 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 $362 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Client texted view crazy
- 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 $360 per night (USD)VRBO
- From $535 per night (USD)
Expedia
🏝Private Gated Home w/ heated pool - a 1 minute walk to St Armands Circle🏖
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Premier local manager, Destination Paradise welcomes you to “The President”… a cozy 3 bedroom 3 bath vacation home with ...
From $535 per night (USD)Expedia
- From $195 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 $195 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $320 per night (USD)
VRBO
THE BEACH #107 Summer special 210 nite+fees 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 $320 per night (USD)VRBO
- 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
- Click For Pricing
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, ...
Click For PricingExpedia
- 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 $158 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 $158 per night (USD)VRBO
- From $577 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 $577 per night (USD)Expedia
- From $469 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 $469 per night (USD)VRBO
- From $423 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 $423 per night (USD)Expedia
- From $306 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 $306 per night (USD)VRBO
- From $376 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 $376 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Stay Where the Sand Meets the Sea-Beautiful 1st Floor Condo | 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 $378 per night (USD)VRBO
- From $363 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 $363 per night (USD)Expedia
- From $260 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 $260 per night (USD)VRBO
- From $339 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 $339 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Island Paradise: House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RVA features a relaxing, serene home beautifully furnished and ready for you to enjoy Longboat Key's sunshine. This home ...
From $266 per night (USD)VRBO
- From $284 per night (USD)
Expedia
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 $284 per night (USD)Expedia
- From $371 per night (USD)
VRBO
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 $371 per night (USD)VRBO
- From $602 per night (USD)
Expedia
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $602 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Relaxing 2BR Retreat – Silver Sands Resort on the Gulf #255S 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 $406 per night (USD)VRBO
- From $522 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 $522 per night (USD)Expedia
- From $377 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 $377 per night (USD)VRBO
- From $469 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 $469 per night (USD)Expedia
- From $327 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 $327 per night (USD)VRBO
- From $325 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 $325 per night (USD)Expedia
- From $338 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 $338 per night (USD)VRBO
- From $375 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 $375 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 $302 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 $302 per night (USD)Expedia
- From $291 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 $291 per night (USD)VRBO
- From $491 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 $491 per night (USD)Expedia
- From $437 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 $437 per night (USD)VRBO
- From $388 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 $388 per night (USD)Expedia
- From $243 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 $243 per night (USD)VRBO
- From $263 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 $263 per night (USD)Expedia