Longboat Key, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Longboat Key, Florida on RentalSaver.com!

Longboat Key Rentals

From $497 per night (USD)
VRBO
Sea Grape Inn #7 - Beachfront Property
Bedrooms:
2
Bathrooms:
2
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 $497 per night (USD)
VRBO
From $842 per night (USD)
Expedia
Sea Grape Inn #5- Beachfront Property
Bedrooms:
2
Bathrooms:
2
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 $842 per night (USD)
Expedia
From $842 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 $842 per night (USD)
VRBO
From $298 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 $298 per night (USD)
Expedia
From $211 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 $211 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Beachcomber unit 401
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $301 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Gulf Getaway with Porch + Direct Beach Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Pack your sunscreen when you embrace a coastal retreat at this 1-bedroom, 1-bathroom vacation rental condo located in th ...
From $272 per night (USD)
VRBO
From $580 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 $580 per night (USD)
Expedia
From $376 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 $376 per night (USD)
VRBO
From $493 per night (USD)
Expedia
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key! Magnific ...
From $493 per night (USD)
Expedia
From $208 per night (USD)
VRBO
End-Unit Beach Villa w Stunning Views–Spacious 2BR Whitney Beach #336 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 $208 per night (USD)
VRBO
From $437 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 $437 per night (USD)
Expedia
From $355 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 $355 per night (USD)
VRBO
From $245 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 $245 per night (USD)
VRBO
From $167 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 $167 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Tennis & Tranquility at Cedars East Unit #519–Steps to Courts & Pool 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 $281 per night (USD)
Expedia
From $413 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 $413 per night (USD)
VRBO
From $884 per night (USD)
Expedia
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 $884 per night (USD)
Expedia
From $678 per night (USD)
VRBO
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 $678 per night (USD)
VRBO
From $398 per night (USD)
Expedia
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 $398 per night (USD)
Expedia
From $975 per night (USD)
VRBO
Sea Grape Inn #1- Beachfront Property
Bedrooms:
2
Bathrooms:
2
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 $975 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Beachcomber unit 205
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beautifully renovated 1 bedroom, 1 bath ...
From $299 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Stunning 2/2 Condo LBK with Bay Views & Boat Slip Rental!
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 $274 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Renovated Beach Paradise. Ground Floor unit 64
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Completely renovated. Everything is new. Amazing location. Condo management will help you with your accommodation. The u ...
From $362 per night (USD)
Expedia
From $589 per night (USD)
VRBO
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)
VRBO
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Expedia
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 Pricing
Expedia
From $1638 per night (USD)
VRBO
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)
VRBO
From $459 per night (USD)
Expedia
Charming Longboat Village Hideaway–2BR in a Quiet Coastal Neighborhood 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 $459 per night (USD)
Expedia
From $468 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 $468 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Retreat Between the Beach & Bay
Bedrooms:
2
Bathrooms:
2
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 $290 per night (USD)
Expedia
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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 Pricing
VRBO
From $320 per night (USD)
Expedia
Discounted rates for May! This beautiful unit has front row seats to the sunrise! Direct bayfront!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Harbour Villa #305 was just recently updated with a brand new fully stocked kitchen from appliances to counter tops and ...
From $320 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 $327 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 $327 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 $487 per night (USD)
Expedia
Sea Grape Inn #6- Beachfront Property
Bedrooms:
2
Bathrooms:
2
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 $487 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Sea Grape Inn #2- Beachfront Property
Bedrooms:
2
Bathrooms:
2
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 $489 per night (USD)
VRBO
From $481 per night (USD)
VRBO
Beautiful beachfront condo on Longboat Key, FL!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Open for season 2026. 3 month rental required. January through March or December through February. Located directly on t ...
From $481 per night (USD)
VRBO
From $202 per night (USD)
VRBO
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 $202 per night (USD)
VRBO
From $788 per night (USD)
Expedia
637 Norton - Longboat Key - Private canal home 4 Bedroom/ 3.5 Bath with...
Bedrooms:
3
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 $788 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Longboat Key Resort Escape - Walk to the Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Prepare yourself for a Gulf Coast getaway at this welcoming 1-bed, 1-bath vacation rental nestled in the tropical Beach ...
From $273 per night (USD)
VRBO
From $307 per night (USD)
Expedia
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 $307 per night (USD)
Expedia
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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. ...
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VRBO
From $235 per night (USD)
Expedia
Discounted rates for June! 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 $235 per night (USD)
Expedia
From $217 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
• Carefree check-in, go straight to your unit no office visit required. • Fully Equipped Kitchen including microwave, st ...
From $217 per night (USD)
VRBO
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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 ...
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Expedia
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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 ...
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VRBO
From $322 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 $322 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 ...
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VRBO
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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 ...
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Expedia
From $126 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 $126 per night (USD)
VRBO
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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 ...
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Expedia
From $870 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 $870 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 $303 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 $303 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 $308 per night (USD)
VRBO
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 $308 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Condo with a View 2: Open July 28th - 31st!
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 $444 per night (USD)
Expedia
From $142 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 $142 per night (USD)
VRBO
From $679 per night (USD)
Expedia
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 $679 per night (USD)
Expedia
From $188 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 $188 per night (USD)
VRBO
From $335 per night (USD)
Expedia
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 $335 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Longboat Key Escape–Beach, Pool, Tennis & Pickleball Cedars East #603 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 $216 per night (USD)
Expedia
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)
Expedia
From $214 per night (USD)
VRBO
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)
VRBO
From $133 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 $133 per night (USD)
Expedia
From $322 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 $322 per night (USD)
VRBO
From $392 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 $392 per night (USD)
Expedia
From $282 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 $282 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
$\Discover Your Coastal Oasis in Longboat Key, FL\ and St. Armands Area$
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 $782 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 $782 per night (USD)
Expedia
From $226 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 $226 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Take a Peek at a fabulous 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 $350 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Client texted view crazy see for yourself
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 $369 per night (USD)
VRBO
From $638 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 $638 per night (USD)
Expedia
From $528 per night (USD)
VRBO
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 $528 per night (USD)
VRBO
From $420 per night (USD)
Expedia
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 $420 per night (USD)
Expedia
From $466 per night (USD)
VRBO
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 $466 per night (USD)
VRBO
From $308 per night (USD)
Expedia
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 $308 per night (USD)
Expedia
From $206 per night (USD)
VRBO
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 $206 per night (USD)
VRBO
From $356 per night (USD)
Expedia
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 $356 per night (USD)
Expedia
From $293 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 $293 per night (USD)
VRBO
From $303 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 $303 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 $249 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 $249 per night (USD)
Expedia
From $479 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 $479 per night (USD)
VRBO
From $478 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 $478 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 $412 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 $412 per night (USD)
Expedia
From $353 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 $353 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Pet-Friendly 2BR Condo with Bay Views & Tennis Cedars East #810 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $326 per night (USD)
Expedia
From $281 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 $281 per night (USD)
VRBO
From $220 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 $220 per night (USD)
Expedia
From $275 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 $275 per night (USD)
VRBO
From $456 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 $456 per night (USD)
Expedia
From $255 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 $255 per night (USD)
VRBO
From $720 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 $720 per night (USD)
Expedia
From $323 per night (USD)
VRBO
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 $323 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Cedars East 2BR Condo–Bright, Airy Near Beach & Courts Unit #607 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $363 per night (USD)
Expedia

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Results: 913 Rentals