
Longboat Key Rentals

- From $591 per night (USD)
VRBO
Sea Grape Inn #7 - 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, 1-Queen, 1-Sofa Sleeper ** Ne ...
From $591 per night (USD)VRBO
- From $580 per night (USD)
Expedia
Sea Grape Inn #5- 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 $580 per night (USD)Expedia
- From $591 per night (USD)
VRBO
Sea Grape Inn #4- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen. ** Need to stay less ...
From $591 per night (USD)VRBO
- From $343 per night (USD)
Expedia
On the beach, Sunset view, Monthly rental 2B\/B2 Pool&Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The view is amazing! The condo overlooks the pristine white sand beach and has a beautiful Gulf view. This second floor ...
From $343 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Luxurious Beachfront Villa with Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This three-bedroom, three-bathroom unit is 2,200 square feet and steps from the Gulf of Mexico. Guests will enjoy a secl ...
From $236 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Beachcomber unit 401
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $338 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Gulf Getaway with Porch + Direct Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Pack your sunscreen when you embrace a coastal retreat at this 1-bedroom, 1-bathroom vacation rental condo located in th ...
From $302 per night (USD)VRBO
- From $608 per night (USD)
Expedia
2 Bedroom Beachfront Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a bea ...
From $608 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Coastal Oasis at Cabana Beach Club Unit 8! NO MAJOR HURRICANE DAMAGE!!! Just a two-minute stroll from pr ...
From $404 per night (USD)VRBO
- From $609 per night (USD)
Expedia
GULF FRONT CONDO \/ PRIVATE PATIO \/ STEPS TO THE BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key! Magnific ...
From $609 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Whitney Beach #336 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with ne ...
From $224 per night (USD)VRBO
- From $352 per night (USD)
Expedia
This AMAZING 2\/2 has stunning views of the bay!
- 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 $352 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Love the beach? Tennis? Swimming? This great family friendly retreat has it all!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Spacious 2400 square foot elevated home (there are 16 steps to enter and exit) featuring wide open floor plan with vault ...
From $353 per night (USD)VRBO
- From $249 per night (USD)
VRBO
Luxury Beach Front Condo on the most private and select beach in Longboat Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you looking for a quiet and select, non-touristy location right on what happens to be one of the most spectacular an ...
From $249 per night (USD)VRBO
- From $132 per night (USD)
VRBO
Newly Remodeled! Directly Across from Beach ~ Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The location of the condo is fantastic as you will have access to the luxurious Longboat Key Beach nearly to yourself. T ...
From $132 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Cedars East #519 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 $354 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Unit #212 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tastefully renovated, non-smoking, second floor unit. New updates every year. Light and bright with all the comforts of ...
From $442 per night (USD)VRBO
- Click For Pricing
Expedia
Inn on the Beach 3007 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this island getaway is located on the southern tip of Longboat Key with beautiful bea ...
Click For PricingExpedia
- From $1234 per night (USD)
VRBO
Luxury 2 bedroom Beachfront Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large Living, dini ...
From $1234 per night (USD)VRBO
- From $814 per night (USD)
Expedia
FANTASTIC COTTAGE- SLEEPS 8! - LONGBOAT KEY FL - ENTIRE WEEK OF 3\/29 - 4\/5 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
WE ARE RENTING A FANTASTIC KEY WEST STYLE COTTAGE ON THE BEACH OF LONGBOAT KEY FLORIDA. JUST STEPS TO THE LOVELY BEACH ...
From $814 per night (USD)Expedia
- From $477 per night (USD)
VRBO
Unit #207 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Second floor,.. It's very cozy with all the comforts of home. This renovated unit has an updated kitchen and baths wit ...
From $477 per night (USD)VRBO
- From $806 per night (USD)
Expedia
Sea Grape Inn #1- Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BEACH FRONT Condo- 1st Floor of Beach Front Property, 2 BDRM/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $806 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Beachcomber unit 205
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our building is located on the beach, this unit has an ISLAND view. Beautifully renovated 1 bedroom, 1 bath ...
From $353 per night (USD)VRBO
- From $589 per night (USD)
Expedia
Tropical Paradise - boutique house and cottage with outdoor entertainment deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This house, located in a prime location next door to the best restaurant on the Island, is a tropical paradise that you ...
From $589 per night (USD)Expedia
- Click For Pricing
VRBO
Penthouse timeshare
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A rare opportunity to escape to your four bedroom penthouse on the beach in Longboat Key or for a week in February (2/5/ ...
Click For PricingVRBO
- Click For Pricing
Expedia
Veranda Beach Club, beachfront Longboat Key, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit #309, a beach front condo, is available Weeks #51 & #52 2019, and Week #1 2020. Unit #306, with a partial ocean vi ...
Click For PricingExpedia
- From $621 per night (USD)
VRBO
Amazing 2\/2 Condo LBK w\/ Spectacular Bay Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Longboat Key is perfect for a dream vacation on an island! This condo offers a stunning 180-degree view of Sarasota Bay. ...
From $621 per night (USD)VRBO
- From $1638 per night (USD)
Expedia
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Set on 2 acres of land on a 38 acre private island, this award winning home will provide an island vacation experience f ...
From $1638 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Renovated Beach Paradise. Ground Floor unit 64
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Completely renovated. Everything is new. Amazing location. Condo management will help you with your accommodation. The u ...
From $294 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Longboat Village Getaway: House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step into tranquility with Longboat Village Getaway, a charming two-bedroom, two-bathroom stilted home nestled on the pe ...
From $463 per night (USD)Expedia
- From $463 per night (USD)
VRBO
2 BR Beach front villa with enclosed lanai overlooking the pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom home with a split floor plan works beautifully to accommodate your family's vacation. You walk into a wel ...
From $463 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Retreat Between the Beach & Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
The quaintness of our condo and its location are unmatched. This 2B/2B unit is steps away from the bay, and merely acros ...
From $284 per night (USD)Expedia
- Click For Pricing
VRBO
Veranda Beach Club, ( Week 2 ) Jan. 11 to 18, 2020
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully furnished beach front property, Second floor corner garden unit with two balconies. Private beach with umbr ...
Click For PricingVRBO
- From $321 per night (USD)
Expedia
This beautiful unit has front row seats to the sunrise! Direct bayfront! Call today for your holiday stay!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...
From $321 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Longboat Key with Gulf to Bay access. Beautiful view of Bishop's Bayou.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Outdoor living at its best in this updated WATERFRONT first floor condo in Whitney Beach Bay Side. Mesmerizing views of ...
From $230 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Breathtaking Beach Front Property Ground Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Granite and stainless steel appliances in the kitchen. The living room’s sliding patio door provides first floor access ...
From $363 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Spectacular Sarasota Bay Views from all rooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seasonal Rental. Spectacular views of Sarasota Bay and the Gulf of Mexico from this island penthouse condo. Enjoy the ma ...
From $289 per night (USD)VRBO
- From $553 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 $553 per night (USD)Expedia
- From $584 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 $584 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 $800 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 $800 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $277 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 $277 per night (USD)VRBO
- From $247 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 $247 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 $307 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 $307 per night (USD)Expedia
- From $300 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 $300 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $295 per night (USD)
Expedia
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 $295 per night (USD)Expedia
- From $714 per night (USD)
VRBO
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 $714 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
- 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 $169 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 $169 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
- From $1000 per night (USD)
Expedia
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 $1000 per night (USD)Expedia
- From $219 per night (USD)
VRBO
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 $219 per night (USD)VRBO
- From $302 per night (USD)
Expedia
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 $302 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 $304 per night (USD)
Expedia
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 $304 per night (USD)Expedia
- From $441 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 $441 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 $199 per night (USD)
VRBO
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 $199 per night (USD)VRBO
- From $188 per night (USD)
Expedia
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 $188 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Best views of the beach from your balcony Unit 301
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $417 per night (USD)VRBO
- From $299 per night (USD)
Expedia
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 $299 per night (USD)Expedia
- From $232 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 $232 per night (USD)VRBO
- From $387 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 $387 per night (USD)Expedia
- From $253 per night (USD)
VRBO
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 $253 per night (USD)VRBO
- From $305 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 $305 per night (USD)Expedia
- From $414 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 $414 per night (USD)VRBO
- From $333 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 $333 per night (USD)Expedia
- From $380 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 $380 per night (USD)VRBO
- From $379 per night (USD)
Expedia
ON the Beach, 2nd Floor \nNOTE: DUE TO HURRICANES, THE ELEVATOR IS NOT WORKING.
- 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 $379 per night (USD)Expedia
- From $329 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 $329 per night (USD)VRBO
- From $1762 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 $1762 per night (USD)Expedia
- From $289 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 $289 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Take a Peek at a fabulous unit. On Sale, Jan 9- to 25, then booked late April
- 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 $364 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Client texted said View Last minute cancel Feb 8-15
- 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 $364 per night (USD)VRBO
- From $238 per night (USD)
Expedia
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 $238 per night (USD)Expedia
- From $597 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 $597 per night (USD)VRBO
- From $638 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 $638 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Casa Del Mar Home on Longboat Key by RVA
- Bedrooms:
- 3
- 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 $429 per night (USD)VRBO
- From $308 per night (USD)
Expedia
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 $308 per night (USD)Expedia
- From $253 per night (USD)
VRBO
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 $253 per night (USD)VRBO
- From $417 per night (USD)
Expedia
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 $417 per night (USD)Expedia
- From $363 per night (USD)
VRBO
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)VRBO
- From $427 per night (USD)
Expedia
Silver Sands #255S Resort 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 $427 per night (USD)Expedia
- From $607 per night (USD)
VRBO
Beach Castle Resort #1 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 $607 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Silver Sands #235 Resort 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 $383 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Cabana Beach Club #7 Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
RVA features Cabana Beach Club. With the majority of units located on the beach side of the exclusive Longboat Key islan ...
From $497 per night (USD)VRBO
- From $341 per night (USD)
Expedia
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 $341 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Cedars East #810 Townhome by RVA
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $343 per night (USD)VRBO
- From $367 per night (USD)
Expedia
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 $367 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Silver Sands #232 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 $302 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Tarawitt Home on Longboat Key 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 $238 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Island Paradise: House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
RVA features a relaxing, serene home beautifully furnished and ready for you to enjoy Longboat Key's sunshine. This home ...
From $259 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Silver Sands #252 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 $345 per night (USD)Expedia
- From $334 per night (USD)
VRBO
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 $334 per night (USD)VRBO
- From $587 per night (USD)
Expedia
Beach Castle Resort #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 $587 per night (USD)Expedia