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 $449 per night (USD)
VRBO
Tropical Retreat Near AMI & IMG | Outdoor Kitchen
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
At 200 Palms (200stays), prepare to relax as you enter the front door and keep the fun going in the tropical backyard! ...
From $449 per night (USD)
VRBO
From $186 per night (USD)
Expedia
SunnyMar Bliss at LBK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Isolate in comfort at the tranquil Whitney Beach Bayside two-story resort with a heated saltwater pool, private beach ac ...
From $186 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Beautifully remodeled condo with lots of amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. Available now and for 20231 You will fall in love wi ...
From $236 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Beach Cottage with a Private Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to this beach cottage on Longboat Key directly across the street from beautiful white sand beach with private be ...
From $143 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Ocean View Condo with Beach Access at Beachplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our condo is a part of Beachplace Condominiums located in Longboat Key, Florida. It is a two bedroom, two bathroom cond ...
From $221 per night (USD)
VRBO
From $430 per night (USD)
Expedia
3 brm pool home on Longboat Key by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enchantment – Proudly Offered and Professionally Managed by FL Vacation Connection Nestled along a serene canal, this s ...
From $430 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Beach to Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bayport Beach and Tennis Club offers the best of everything Longboat Key has to offer. Please note that during the high ...
From $241 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Beach, Boat & Pool–Coastal Home Has It All! Lyons Lane-Longboat Key by RVA
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
RVA presents this spacious vacation home that represents what Island Living is all about! Lyons Lane sits on a quiet st ...
From $520 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Gulf Resort, Ground Floor Ease - Silver Sands Gulf Beach Resort #243 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 $352 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Ground Floor, Steps to the Sand Silver Sands #243A Resort 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 $259 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Steps to Beach, No Stairs - Silver Sands 2 Bedroom Condo #243S 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 $389 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Coastal Cottage w/ Pickleball and Outdoor Oasis 2 mi to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
**Charming Cortez Cottage: Your Ultimate Family Vacation Haven** ** New for 2025: Brand New Pickleball court!! Welcome ...
From $469 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Unwind by the Waves – Beach Castle Resort #5 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 $355 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Beach Castle Bliss – Gulf Views & Relaxation #2 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Between the azure blue of the Southwest Florida skies, and the turquoise Gulf of Mexico waters sits Beach Castle Resort ...
From $502 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Affordable Beach Escape – Studio at Silver Sands in LBK #257A Resort 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 $287 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Tennis resort Townhome on longboat key by the Sea. Family and pet friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This vacation home is a 2-bedroom, 2-bathroom town home with garden views from your private lanai and clubhouse views fr ...
From $209 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Gulf Breeze Getaway – Beach Castle Resort #12 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 $326 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Resort Pool + Beach Access Silver Sands Gulf Beach Resort #241S 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 $345 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Coastal Comfort – Walk to Beach | Beach Castle #26 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 $298 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Modern Luxurious 2BR/2BA Beach Front Condo. 60/90 day minimum stay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Dream… Gulf Coast living. Fully renovated and furnished condominium to a standard you only see in magazines. End unit l ...
From $253 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Beachcomber unit 506
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy breathtaking sunsets from this fifth floor Gulf front condo on the beach with full ocean views from every room. Th ...
From $493 per night (USD)
VRBO
From $1149 per night (USD)
VRBO
Beach Front Condo on Gulf of Mexico
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront condo located directly on the beautiful Gulf of Mexico at the north end of Longboat Key in the gated communit ...
From $1149 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Chic Pet Friendly Lido Key Home w Pool Near Beach & Shops: Rondy Home by RVA
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to comfortable, Mid-Century Modern in the heart of quiet Lido Key at the Lido Rondy Home by RVA. Located just ou ...
From $433 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Seaside Escape – Beach Castle Condo #24 with Bay View 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 $257 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Perfect 1BR Beach Oasis at Silver Sands #258 Resort - Longboat Key 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 $350 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Your Family Beach Escape: 2 BR Silver Sands 253S - Lasting Memories 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 $376 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Poolside Peace, Steps to Gulf & Private Patio Silver Sands Resort #242 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 $355 per night (USD)
VRBO
From $415 per night (USD)
Expedia
Charming Gulfside Getaway: Sea Twig 101-2BR Condo w Easy Beach Access by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA features an intimate beachfront condominium property on the Gulf of Mexico. The quiet beach can be reached by charmi ...
From $415 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Gulfside 2BR Condo–Silver Sands #257S
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 $419 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Cozy Cabana ....walk to the beach and St Armand's Circle!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
On the side of the cottage you will discover a stairway leading to this recently remodeled one bedroom apartment complet ...
From $322 per night (USD)
Expedia
From $741 per night (USD)
VRBO
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Suite Serenity, a beautiful beachfront King suite at the amazing Longboat Key Club resort. 🏡 Property Hig ...
From $741 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Bright Studio by the Beach–Silver Sands Gulfside Stay #255A Resort 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 $232 per night (USD)
Expedia
From $334 per night (USD)
VRBO
2BR King & Queen Gulf-front Luxury at Private Whitney Beach Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Vacation in comfort in unit 310 at tranquil Whitney Beach Gulfside a two story, pet free resort with heated pool and EV ...
From $334 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Bay Haven Home on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Bay Haven Home by RVA in the popular community of Country Club Shores. A large master bedroom suite, two gues ...
From $355 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Sun, Waves & Sand Beachfront Condo - Outrigger Resort #10 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $356 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $303 per night (USD)
Expedia
From $325 per night (USD)
VRBO
GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Upscale, bright, southern exposure two in-suites condo with beautiful views of the Sarasota Bay was fully remodeled by L ...
From $325 per night (USD)
VRBO
From $745 per night (USD)
Expedia
🏝Perfectly Located Between St. Armands Circle & Lido Beach + Heated Pool/Spa
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Premier local manager, Destination Paradise welcomes you to “Lido Sands”… a cozy 4 bedroom 3 bath vacation home with a g ...
From $745 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Beautiful penthouse with Gulf of Mexico and beach views
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Beautiful beach views and sunsets from the 3rd floor of this newly renovated penthouse with 2 spacious bedrooms,2 bathro ...
From $294 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Home with Private Beach Access and Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Casa Azul Beach Compound by Anna Maria Island Locals Home in Longboat Key, FL Highlights: • Private beach access to th ...
Click For Pricing
Expedia
From $241 per night (USD)
VRBO
Updated Villa Condo -Steps to Beautiful White-Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our lovely two-bedroom, single-story, villa is ideally situated within the 20+ acre Whitney Beach Resort located on excl ...
From $241 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Cedars East Tennis Escape–Pet-Friendly & Near the Beach Unit #847 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 $296 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Whitney Beach Tropical Getaway–Bayside 2 BR Condo w Private Shoreline by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with ne ...
From $304 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Coquina Moorings 102 Amazing Sunrise And Directly Across From The Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coquina Moorings, located at 1407 Gulf Drive South in Bradenton Beach offers the best of all worlds. This bay front comp ...
From $288 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Coquina Moorings 206 Condo With Pool Boat Dock And Awesome Bay Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coquina Moorings 206 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch a ...
From $243 per night (USD)
VRBO
From $502 per night (USD)
Expedia
Beachcomber unit 302
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful third floor corner condo has a direct beach front view from the living area and master bedroom. The 34 fo ...
From $502 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Beachcomber unit 605
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Welcome to your paradise away from home ...
From $295 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Beachcomber unit 604
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico Sleeping accommodations: New king-sized ...
From $440 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Beachcomber unit 502
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $459 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Beachcomber unit 207
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach and this unit has a partial beach view. The Beachcomber has a relaxed, ...
From $300 per night (USD)
Expedia
Click For Pricing
VRBO
Beach front
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
just walk to the beach out of the building. Watch sunrises and sunsets at the balcony. Common area: gym at the clubhous ...
Click For Pricing
VRBO
From $461 per night (USD)
Expedia
Beachcomber unit 602
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom; 2 bath sixth floor condo overlooking the Gulf of Mexico. Allows 2 people for a one week rental, 4 people for ...
From $461 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Beachcomber unit 404
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $429 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Beachcomber unit 402
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $424 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Beachcomber unit 603
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our building is located on the beach, this unit has an ISLAND view. Completely renovated 3 bedroom, 2 bath. Come visit L ...
From $424 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Beach Castle Resort #22 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 $252 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Ground-Floor Gulf Retreat-Beach at Your Door Outrigger Resort #5 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $405 per night (USD)
VRBO
Click For Pricing
Expedia
Elegant Longboat Key Retreat with Beach Access, Gulf Views & Pool by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Resort Vacation Accommodations welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated communit ...
Click For Pricing
Expedia
From $244 per night (USD)
VRBO
Silver Sands #245A Resort 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 $244 per night (USD)
VRBO
From $1013 per night (USD)
Expedia
Paradise–Pool Home Close to Beach Jessmyth Estate on Longboat Key by RVA
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Welcome to Jessmyth Estate compliments of RVA, on Longboat Key. Only three houses away from the beach, this home is loca ...
From $1013 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Play, Stay & Bring Your Pup: Pet-Friendly Cedars East Condo #832 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 $281 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Sun, Sand & Silver Sands – Gulfside Resort Escape Unit #237 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 $253 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Beachside Studio in Longboat Key - Silver Sands #253A Resort 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 $245 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Wake Up to Bay Views & Tennis–Cedars East Condo Near the Beach #814 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 $312 per night (USD)
Expedia
From $431 per night (USD)
VRBO
Gulf Breezes Await - Sunset Beach #1201 Condo with Balcony by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy Gulf front living and beautiful sunsets courtesy of Sunset Beach and RVA. Located on relaxing Longboat Key, Sunset ...
From $431 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Cedars East #622 Townhome 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 $285 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Silver Sands 1BR–Gulfside Comfort on Longboat Key #255 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 $319 per night (USD)
VRBO
From $301 per night (USD)
Expedia
2nd Floor Retreat Overlooking the Pool & Gulf Silver Sands #251 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 $316 per night (USD)
VRBO
Gulf Coast Elegance–Cedars East with Bay Views, Tennis & Pool Unit 822 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the ultimate Longboat Key getaway at Cedars Tennis Resort, where luxury living meets the beauty of Florida’s Gu ...
From $316 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Charming Beach Condo – Silver Sands Gulf Beach Resort #240 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 $423 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Family-Friendly Cedars East 2BR #850: Relax by the Coast or Play Hard 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 $303 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Gulf Coast Getaway – Cedars East Tennis Haven Unit #509 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 $280 per night (USD)
Expedia
From $472 per night (USD)
VRBO
Beachfront Ease: Ground-Level Longboat Key Condo Outrigger Resort #7 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $472 per night (USD)
VRBO
From $417 per night (USD)
Expedia
Silver Sands #245S 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 $417 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Cozy Beachside Studio Escape - Silver Sands #251A Resort 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 $214 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Beach & Tennis Paradise - Cedars East Resort #806 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 $321 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Elegance Meets Ocean: Silver Sands 248-Your Longboat Key Dream 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 $361 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Courtside Coastal Retreat–Cedars East 2 BR Tennis Getaway Unit #605 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 $337 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Direct Beach Access! Silver Sands 249-Longboat Key's Best Kept Secret, by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $446 per night (USD)
VRBO
From $392 per night (USD)
Expedia
2nd-Floor Gulffront – Relax Above the Beach: Outrigger Resort #6 Condo by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $392 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Coquina Moorings 202 Condo With Pool Boat Dock And Awesome Bay Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coquina Moorings 202 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch a ...
From $376 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Beach Bungalow: Best Canal, Dock, Beach, Pool, Pet Friendly. Renovated in 2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful and spacious 3 bedroom house underwent a total renovation in 2025, it's brand new. Located on one of the ...
From $438 per night (USD)
Expedia
From $188 per night (USD)
VRBO
1st Floor 2 Bed 1 bath home short walk to beach, North LBK NO HURRICANE DAMAGE
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Private Beach Cottage ground floor apartment. This ground floor apartment has two bedrooms, one bath, Living Room and ...
From $188 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Unit #318 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unwind and make memories in this sun-filled unit with stunning Gulf-front and beach views. Accommodation for up to 6 wit ...
From $583 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Coastal Elegance 3BR w Private Balcony, Pool & Direct Gulf Access by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
RVA welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies a ...
From $338 per night (USD)
VRBO
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Expedia
The HEART of Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
1
Welcome to your home away from home! Sit back and relax beachside in the premier location of Longboat Key. The promenade ...
Click For Pricing
Expedia
From $392 per night (USD)
VRBO
Bayside 2BR on Whitney Beach w Canal Views, Pool, and Private Lanai 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 $392 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Sunset and beach view from your balcony Unit 403
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into ...
From $348 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Beachside at Whitney Beach: 2BR Ground-Floor Condo w Gulf Views & Pool by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on a superb pristine beach with ne ...
From $232 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Direct Oceanview: October Availability!
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in e ...
From $326 per night (USD)
Expedia
From $258 per night (USD)
VRBO
DOG FRIENDLY and PERFECT LBK LOCATION
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Calendar not always updated. Messege me for specific dates. Newly ren ...
From $258 per night (USD)
VRBO
From $849 per night (USD)
VRBO
3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Priority for inquiries bundling Jan AND Feb TOGETHER. No half months please. February alone is not available. FULL WA ...
From $849 per night (USD)
VRBO
From $676 per night (USD)
VRBO
Bright Breezy Spacious Bayview Condo-Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Compliments of RVA, welcome to Beach Castle Resort – a hidden gem that stretches from the sparkling bay waters of Longbo ...
From $676 per night (USD)
VRBO
From $212 per night (USD)
VRBO
Longboat Key Condo w/ Lanai: Walk to Beach & Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the sun and sand when you stay at this vacation rental condo in Longboat Key! The 2-bedroom, 1-bathroom abode is l ...
From $212 per night (USD)
VRBO
From $320 per night (USD)
VRBO
Welcome To Paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy staying at this one of kind beach bungalow for your special occasions or just a family fun retreat. Built-in 1930, ...
From $320 per night (USD)
VRBO
From $1741 per night (USD)
Expedia
Tide of Your Life! Luxury Home with Pool, Spa, Rooftop Deck and Walk to Beach
Bedrooms:
9
Bathrooms:
9
Sleeps:
22
Tide of Your Life by AMI Locals 106 12th St S, Bradenton Beach, FL TPL22-000073 Welcome to Tide of Your Life, a spe ...
From $1741 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Beachcomber unit 403
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 $284 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Beachcomber unit 503
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 $286 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Beachcomber unit 405
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 $295 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Beachcomber unit 203
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly Refreshed Beach Condo - Unit 203 Welcome to our beautifully redesigned and refreshed condo. In Novemb ...
From $292 per night (USD)
Expedia

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