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 $349 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 $349 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Unit #208 Sand Cay Beach Resort Pool 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 $495 per night (USD)
Expedia
From $354 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 $354 per night (USD)
VRBO
From $320 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 $320 per night (USD)
VRBO
From $526 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 $526 per night (USD)
VRBO
From $454 per night (USD)
Expedia
ON the Beach, 2nd Floor, Elevator, Heated swimming pool and Spa, Freshly painted
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 $454 per night (USD)
Expedia
From $928 per night (USD)
VRBO
Luxury 3BD Beachfront Living: La Playa 203D by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
La Playa #203D – Gulf-Front Luxury Condo on Longboat Key by RVA Welcome to La Playa #203D, your private beachfront retr ...
From $928 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Beautiful 2/2 bay view unit!! End of 2026 dates available!
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 $298 per night (USD)
Expedia
From $567 per night (USD)
VRBO
End of summer sale Take a peek awesome reviews 50 feet from sand
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 $567 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Late summer sale Client texted view crazy, see reviews
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 $596 per night (USD)
Expedia
From $422 per night (USD)
VRBO
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Studio, sleeps 4, full kitchen with ss appliances and granite countertops, 1 ba, private beach front patio, heated beach ...
From $422 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Delightful 2/2 Beach House LBK 5 Min drive to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
OUTSTANDING LOCATION on LONGBOAT KEY, only a 5-minute drive to the gorgeous beach! This delightful beach house is 1,404 ...
From $183 per night (USD)
Expedia
From $758 per night (USD)
VRBO
NO REGRETS -Bright beautiful sunny home. Elevator beside driveway to upstairs.
Bedrooms:
3
Bathrooms:
3
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 $758 per night (USD)
VRBO
From $522 per night (USD)
Expedia
2BR Gulfside Paradise – Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cabana Beach Club #2 | Gulf-Front Vacation Rental on Longboat Key Experience the beauty of Florida's Gulf Coast at Caba ...
From $522 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Cedars East #528 Townhome by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cedars East #528 – Longboat Key Townhome Vacation Rental Escape to island living at Cedars East #528, a spacious 2-bedr ...
From $318 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Silver Sands Serenity – Unit 234 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Silver Sands Gulf Beach Resort #234 – Garden View Condo with Private Beach Access on Longboat Key Escape to paradise at ...
From $304 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Coastal Comfort - Beach Castle #23 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax in this privately owned, coastal-themed ground-floor condo on Longboat Key, perfect for couples or small families. ...
From $376 per night (USD)
VRBO
From $436 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 $436 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Gulfside Resort – Silver Sands #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 $346 per night (USD)
VRBO
From $302 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 $302 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Gulf Front Escape – Silver Sands #252 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 $389 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Relaxing 2BR Retreat-Silver Sands Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $522 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Beachfront Bliss: Beach Castle #1 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Castle Resort #1 | Gulf-Front 2-Bedroom Vacation Rental on Longboat Key Escape to paradise at Beach Castle Resort ...
From $525 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Gulfside Getaway – Silver Sands Resort #235 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Silver Sands Gulf Beach Resort #235 by RVA Resort Vacations | Spacious 2-Bedroom Condo on Longboat Key Escape to the tr ...
From $407 per night (USD)
Expedia
From $457 per night (USD)
VRBO
2BR Gulf View Condo Cabana Beach Club #7 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cabana Beach Club #7 | Luxury Gulf-Front Vacation Rental on Longboat Key Discover the ultimate Longboat Key vacation re ...
From $457 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Relax, Recharge & Repeat – Silver Sands #241 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 $401 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Pet-Friendly 2BR Condo–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 $328 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Outrigger #8 Condo by RVA Peaceful Gulf
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 $340 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Relax at Gulf – Silver Sands Resort #232, Longboat
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 $360 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Oceanfront Oasis – 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 $320 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Newly Renovated 1BR – Cabana Beach #5 RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabana Beach Club #5 | Pool View Vacation Rental on Longboat Key Enjoy a relaxing Florida Gulf Coast getaway at Cabana ...
From $368 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Beachfront Haven – Beach Castle #3 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Castle Resort #3 | Gulf-Front Vacation Rental on Longboat Key Experience the ultimate Longboat Key beachfront vac ...
From $586 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Charming 2BR Condo Outrigger #4 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger ...
From $429 per night (USD)
VRBO
From $249 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 $249 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Longboat Key, Penthouse, 3 Bed 3Bath 2 rooftop patio overlook Gulf 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 $319 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Coastal Comfort – Silver Sands Resort #233 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Silver Sands #233 by RVA Resort Vacations | Beachfront Longboat Key Condo with Private Beach Access Discover the perfec ...
From $330 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Bright 2BR Condo – Cedars East #607 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $326 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Roomy 2BR Retreat – Silver Sands #239 by RVA
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $520 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Bay Breezes 2BR / Pet-Friendly Cedars East 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 $310 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Beautiful Beach Longboat Key Townhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful BeachTownhouse in prestigious Cedars East Resort. October 2024 update: We're happy to report that despite tw ...
From $284 per night (USD)
Expedia
From $418 per night (USD)
VRBO
Oceanfront 1BR – Silver Sands #257 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 $418 per night (USD)
VRBO
From $679 per night (USD)
Expedia
Spacious 3BR Gulfside Condo – Silver Sands #238 by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $679 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cedars Tennis Resort, is a luxury vacation rental on Longboat Key, close to Sarasota and world renowned St Armand's Circ ...
From $273 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Beautiful canal front unit!See manatees playing from your living room.Cabana #12
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Unit 12 at the Cabana Beach Club—your peaceful waterfront escape directly facing the bay and canal. This ch ...
From $371 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Waterfront ❤ Spa/Pool ❤ Private Paradise on LBK !
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for the ULTIMATE Beach getaway? This is it! Welcome to paradise at the Harbour Villa Club. 2 Bedrooms, 2 Baths w ...
From $320 per night (USD)
VRBO
From $186 per night (USD)
VRBO
Tranquil Getaway In A Tropical Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
• Welcoming and distinctive, fully furnished 2 bedroom, 2 bathroom condo in a tranquil environment. • Very private first ...
From $186 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Beautiful 3 bedroom beach front condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to our beautiful beachfront, three bedroom, 2 bath, first floor condo. Our condo has been recently remodeled to ...
From $408 per night (USD)
VRBO
From $439 per night (USD)
Expedia
Prime Gulf Views – Beach Castle #9 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Castle Resort #9 | Gulf-Side Vacation Rental on Longboat Key Experience the beauty of Florida's Gulf Coast at Bea ...
From $439 per night (USD)
Expedia
From $462 per night (USD)
VRBO
2BR w/ Balcony – Silver Sands #251S, Longboat Key
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 $462 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Drift & Dune – Longboat Beachfront #101 RVA
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $354 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Sun, Sand & Serenity – Beach Castle #17
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Castle Resort #17 | Charming One-Bedroom Garden View Vacation Rental on Longboat Key Escape to the tranquil beaut ...
From $319 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Gulfside Comfort – Beach Castle #4 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Castle Resort #4 | Gulf-Front Vacation Rental with Panoramic Views on Longboat Key Experience breathtaking Gulf v ...
From $482 per night (USD)
Expedia
From $380 per night (USD)
VRBO
The Beach on Longboat Key #227 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
From $380 per night (USD)
VRBO
From $673 per night (USD)
VRBO
Bayfront Longboat Key House with Pool and 3 min walk to the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for you ...
From $673 per night (USD)
VRBO
From $246 per night (USD)
VRBO
RENOVATED 2/2 Condo LBK, Pool, Fitness, Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this first floor, Newly Renovated, walk down has views of the reflecting pond and fou ...
From $246 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Gulf Breezes & Poolside Peace – Silver Sands #236 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $353 per night (USD)
Expedia
Click For Pricing
VRBO
The Shore 211-Stylish 2BR Gulffront Condo with Stunning Sunsets & Pool by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA asks that you imagine the wonderful sunsets you can capture right from your own balcony at The Shore. Located direct ...
Click For Pricing
VRBO
From $249 per night (USD)
Expedia
Beachplace 2BR–Heated Pool, Private Beach, Resort Living: Condo #5-601 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA proudly presents a two-bedroom, two-bathroom unit situated in building 5, boasting some of the most stunning Gulf fr ...
From $249 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Tranquil Bay Views – Cedars East #812 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $289 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Gulf-Front Luxury: 2BR Beachplace Condo on Longboat Key Unit 9-103 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA presents a charming two-bedroom, two-bathroom condominium at Beachplace boasting breathtaking Gulf front views. With ...
From $341 per night (USD)
Expedia
From $497 per night (USD)
VRBO
2BR Beachfront Escape – Silver Sands #259 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA offers Silver Sands Gulf Beach Resort. Located beachfront on beautiful Longboat Key, this resort offers all the amen ...
From $497 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Beachfront Studio – Cabana #5B by RVA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cabana Beach Club #5B | Poolfront Vacation Rental on Longboat Key Escape to the beauty of Florida's Gulf Coast at Caban ...
From $305 per night (USD)
Expedia
From $103 per night (USD)
VRBO
Pet Friendly Longboat Key Condo with View of Gulf
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Adorable and only 50 steps to awesome Longboat beach directly across the street is the beach access. This is a very priv ...
From $103 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Gulffront w/ Balcony & Kitchen – Silver Sands #253 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 $413 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Beach Escape – Silver Sands Resort #246 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 $400 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Secluded Gulfside 2BR Condo w Enclosed Patio, Sunset Views & Pool by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...
From $233 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Steps to the Sand: Gulfside 2BR at Whitney Beach w Pool & Sunset Views by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the intimacy and warmth of northern Longboat Key at Whitney Beach. Located on the pristine Longboat Key beach ...
From $384 per night (USD)
VRBO
From $604 per night (USD)
Expedia
Completely gutted and newly renovated in 2021. Condo & POOL IS ON THE BEACH.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The master bedroom has King bed with a 42 inch Flat Screen TV with suite on bathroom with 2 sinks and large walk in clos ...
From $604 per night (USD)
Expedia
From $145 per night (USD)
VRBO
SunnyMar Retreat Beach Access • Heated Pool • Near Historic Bridge Street
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to the quiet luxury of Longboat Key, where uncrowded white-sand beaches and breathtaking sunsets create the perfe ...
From $145 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Beautifully remodeled condo with lots of amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. You will fall in love with this wonderful Longboat K ...
From $273 per night (USD)
Expedia
From $176 per night (USD)
VRBO
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 $176 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $263 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 $263 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Luxury Canal-Front Rental on Longboat Key | Pool, Dock & Lift
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Lyons Lane, a beautiful canal-front Longboat Key vacation rental offering the perfect blend of privacy, comfo ...
From $399 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Gulf Resort, Ground Floor – Silver Sands #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 $410 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Ground Floor, Steps to Sand – Silver Sands #243A 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 $339 per night (USD)
Expedia
From $528 per night (USD)
VRBO
Steps to Beach – Silver Sands 2BR 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 $528 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Unwind by the Waves – Beach Castle #5 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Castle Resort #5 | Gulf-Side Vacation Rental on Longboat Key Discover the perfect Longboat Key vacation rental at ...
From $455 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Beach Castle Bliss – Gulf Views #2 by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Castle Resort #2 | Gulf-Front Vacation Rental with Direct Beach Access on Longboat Key Wake up to breathtaking vi ...
From $491 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Affordable Beach Studio – Silver Sands #257A 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 $325 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Gulf Getaway – Beach Castle #12 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Castle Resort #12 | Bright & Spacious Garden View Vacation Rental on Longboat Key Enjoy the best of Florida's Gul ...
From $535 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Pool & Beach Access – Silver Sands #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 $479 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Coastal Comfort – Beach Castle #26 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Castle Resort #26 | Bay View Vacation Rental on Longboat Key Escape to Beach Castle Resort #26, a charming one-be ...
From $332 per night (USD)
VRBO
From $493 per night (USD)
Expedia
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)
Expedia
From $1189 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 $1189 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Seaside Escape – Beach Castle #24 by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Castle Resort #24 | Bayfront Vacation Rental on Longboat Key Escape to Beach Castle Resort #24, a beautifully upd ...
From $335 per night (USD)
Expedia
From $442 per night (USD)
VRBO
1BR Beach Oasis – Silver Sands #258, 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 $442 per night (USD)
VRBO
From $474 per night (USD)
Expedia
2BR Family Beach Escape – Silver Sands #253S 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 $474 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Poolside Peace – 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 $438 per night (USD)
VRBO
From $463 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 $463 per night (USD)
Expedia
From $585 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 $585 per night (USD)
VRBO
From $727 per night (USD)
Expedia
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 $727 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Bright Beach Studio – Silver Sands #255A 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 $335 per night (USD)
VRBO
From $279 per night (USD)
Expedia
2BR King & Queen Gulf-front Luxury at Private Whitney Beach Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Book your dream vacation in unit 310 at the tranquil Whitney Beach Gulfside resort! On the second floor, this pet-free h ...
From $279 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $387 per night (USD)
Expedia
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 $387 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Seaplace on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Unit: Newly renovated and fully furnished 2 bedroom and 2 bathroom condo. Located on beautiful Longboat Key on the ...
From $277 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Oceanfront Bliss–Longboat Key Beach 106 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 $317 per night (USD)
Expedia
From $311 per night (USD)
VRBO
GORGEOUS UPSCALE LONGBOAT KEY CONDO OFFERS BAYFRONT VIEWS!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience the ultimate in coastal luxury at the Captain’s Quarters. While most premium properties on Longboat Key stric ...
From $311 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Beach and Garden View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy the Beach - Private parking included. Beautiful beachview unit on the 3rd floor with a Beach and Lake view. B ...
From $468 per night (USD)
Expedia

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Results: 761 Rentals