Longboat Key Rentals
- From $311 per night (USD)
VRBO
Silver Sands #241A 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 $311 per night (USD)VRBO
- From $236 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 $236 per night (USD)Expedia
- From $366 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 $366 per night (USD)VRBO
- From $430 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 $430 per night (USD)Expedia
- From $679 per night (USD)
VRBO
St. Armands oasis with saltwater pool - walk to beach & shops
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $679 per night (USD)VRBO
- From $657 per night (USD)
Expedia
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $657 per night (USD)Expedia
- From $441 per night (USD)
VRBO
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 $441 per night (USD)VRBO
- From $593 per night (USD)
Expedia
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 $593 per night (USD)Expedia
- From $409 per night (USD)
VRBO
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 $409 per night (USD)VRBO
- From $467 per night (USD)
Expedia
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 $467 per night (USD)Expedia
- From $478 per night (USD)
VRBO
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 $478 per night (USD)VRBO
- From $242 per night (USD)
Expedia
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 $242 per night (USD)Expedia
- From $350 per night (USD)
VRBO
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 $350 per night (USD)VRBO
- From $325 per night (USD)
Expedia
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 $325 per night (USD)Expedia
- From $1070 per night (USD)
VRBO
Beautiful Waterfront Estate! Private gated property. Deeded beach access.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This spacious 5 bedrooms, 4.5 bath in the heart of Longboat Key is ready to accommodate you on your dream Florida vacati ...
From $1070 per night (USD)VRBO
- From $554 per night (USD)
Expedia
The Beach on Longboat Key #226 Resort 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 $554 per night (USD)Expedia
- From $402 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 $402 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Beach Castle Resort #21 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 $409 per night (USD)Expedia
- From $626 per night (USD)
VRBO
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 $626 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Outrigger Resort #4 Condo 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 $321 per night (USD)Expedia
- From $262 per night (USD)
VRBO
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 $262 per night (USD)VRBO
- From $339 per night (USD)
VRBO
Longboat Key, Penthouse, 3 Bed 3Bath 2 patios Beachfront
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Penthouse unit with view of Gulf from all rooms.2 Rooftop patios with furnishings. Private beach across GMD and private ...
From $339 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Silver Sands #233 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 $257 per night (USD)VRBO
- From $522 per night (USD)
Expedia
⚓Sunset Views, Private Boat Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to Bayview Dr 3 Bedroom! ⚓Bring your Water Toys! ⚓Stunning Sunsets Over Sarasota Bay, Fish off Private Dock! ⚓2 ...
From $522 per night (USD)Expedia
- Click For Pricing
Expedia
⚓Bayview Drive! Sunset Views & Private Boat Dock!⚓🌅
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Bayview Dr 1 Bedroom! ⚓Sunset Views over the Sarasota Bay ⚓Bring your Water Toys! Fish off your Private Dock! ...
Click For PricingExpedia
- From $314 per night (USD)
VRBO
Charming LBK canal home, walk to beach, Solar heat pool, boat\/kids\/dogs welcome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
*** Contact owner for current availability and discounts! *** *** Extra discount off listed rates for off season mon ...
From $314 per night (USD)VRBO
- Click For Pricing
VRBO
Cedars East #607 Townhome 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 ...
Click For PricingVRBO
- From $593 per night (USD)
Expedia
Silver Sands #239 Resort 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 $593 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Cedars East #830 Townhome by RVA
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $388 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Beautiful Beach Longboat Key Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful BeachTownhouse in prestigious Cedars East Resort. October 2024 update: We're happy to report that despite tw ...
From $245 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Pet Friendly Longboat Key Condo - Steps from Beach !!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The condo directly across the street from the public beach access. This is a very private part of Longboat and often y ...
From $118 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Silver Sands #257 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 $391 per night (USD)Expedia
- From $831 per night (USD)
VRBO
Silver Sands #238 Resort 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 $831 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Cedars East #526 Beautiful 2 bed 2 1\/2 bath town home on Longboat Key. Sleeps 5
- Bedrooms:
- 3
- 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 $304 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Sunny Gulf Coast Villa: Direct Beach & Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Add a little serenity to your next trip in the ‘Sunshine State’ when you book this 1-bedroom, 1-bath oceanfront escape! ...
From $229 per night (USD)VRBO
- From $309 per night (USD)
VRBO
Beautiful canal front unit!See manatees playing from your living room.Cabana #12
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our comfortable beach style end unit 12 of the Cabana Beach Club directly faces the bay/canal. This one bedroom and on ...
From $309 per night (USD)VRBO
- From $288 per night (USD)
VRBO
LBK Home! Steps from the beach! Sleeps 4!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Our home is a 2 bedroom, 2 bath newly remodeled home located right off of Gulf of Mexico Drive. A small public beach acc ...
From $288 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Private Art Decorated Home with Rooftop Deck, Pool, and Spa - Arts and Vines
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Arts and Vines by Anna Maria Island Accommodations Home in Longboat Key, FL 34228 Welcome to Arts and Vines, a tropica ...
From $498 per night (USD)Expedia
- From $327 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 $327 per night (USD)VRBO
- From $168 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 $168 per night (USD)VRBO
- From $398 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 $398 per night (USD)VRBO
- From $464 per night (USD)
Expedia
Beach Castle Resort #9 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 $464 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Olson's Paradise: House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Introducing Olson's Paradise, exclusively showcased by RVA and nestled within the prestigious community of Country Club ...
From $299 per night (USD)VRBO
- From $479 per night (USD)
Expedia
Silver Sands #251S 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 $479 per night (USD)Expedia
- From $719 per night (USD)
VRBO
The Beach on Longboat Key #101Resort 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 ...
From $719 per night (USD)VRBO
- From $493 per night (USD)
Expedia
Beachplace 6-202 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents an inviting two-bedroom, two-bathroom condominium at Beachplace, featuring a king-sized master bed and two ...
From $493 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Beach Castle Resort #17 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 $417 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Beach Castle Resort #4 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 $548 per night (USD)Expedia
- From $614 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 $614 per night (USD)VRBO
- From $683 per night (USD)
VRBO
Bayfront Longboat Key House with Pool and 3 min walk to the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Newly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for you ...
From $683 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Longboat Bungalow Retreat - Historic Village - Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Longboat Key and our home in Historic Longbeach Village situated on the north end of Longboat Key. The Villag ...
From $199 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Barefoot Bungalow just steps away from the crystal sands & tourquoise water of the gulf, paradise!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for paradise ? Just steps to the beach, the Barefoot Bungalow captures the beauty , tranquility , and "old Flor ...
From $151 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Beachplace 4-104 2BR Beachview Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Offered by FL Vacation Connection, this first floor walk down has views of the reflecting pond and fountain. This 2 bedr ...
From $219 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Silver Sands #236 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 $375 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Beachplace 3-102 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover your ideal beach retreat with RVA's offering of this charming two-bedroom, two-bathroom unit boasting partial G ...
From $239 per night (USD)VRBO
- From $234 per night (USD)
Expedia
The Shore #211 Condo 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 ...
From $234 per night (USD)Expedia
- Click For Pricing
VRBO
Gorgeous Sunset Perfect location overlooking Pool and Gulf beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful apartment timeshare for rent. Perfectly placed on the beach and overlooking the pool. Only steps away for Spe ...
Click For PricingVRBO
- From $718 per night (USD)
Expedia
Lido Shores Sanctuary: House on Lido Key by RVA
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Lido Shores Sanctuary by RVA. Located in the private community of Lido Shores, with gated beach access an ...
From $718 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Beachplace 5-601 Condo 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 $174 per night (USD)VRBO
- From $560 per night (USD)
VRBO
Steps to the Sand! Amazing Village Cottage Near Whitney Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
New new new! More photos soon. Charmingly remodeled bungalow blocks to Whitney Beach & a block to bay. Open layout w/ hi ...
From $560 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Cedars East #812 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 $343 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Beachplace 9-103 Condo 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 $338 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Cedars East #511 Townhome by RVA
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $269 per night (USD)VRBO
- From $503 per night (USD)
Expedia
Silver Sands #259 Resort 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 $503 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Cabana Beach Club #5B 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 $345 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $447 per night (USD)
VRBO
Silver Sands #253 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 $447 per night (USD)VRBO
- From $559 per night (USD)
Expedia
The Beach on Longboat Key #224 Resort 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 $559 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Silver Sands #246 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 $330 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Whitney Beach #316 Condo 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 $210 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Whitney Beach #309 Condo 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 $265 per night (USD)VRBO
- From $648 per night (USD)
VRBO
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 $648 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Luxury Ocean Front Condo for Rent at Longboat Key
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Luxury Living meets Modern Coastal at Gulf Front Haven, a beautifully updated, modern, ocean view floorplan that sits ri ...
From $251 per night (USD)VRBO
- From $975 per night (USD)
Expedia
Beach Paradise managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
ISLAND PARADISE ON LONGBOAT KEY. You may cancel your reservation up to 60 days before check-in for a full refund minus ...
From $975 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Outdoor Oasis,Near AMI & IMG,Htd Pool,Stream,Grill
- Bedrooms:
- 4
- Bathrooms:
- 4
- 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 $604 per night (USD)VRBO
- From $190 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 $190 per night (USD)Expedia
- From $219 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 $219 per night (USD)VRBO
- From $145 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 $145 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Beachfront, Anna Maria Island\/Coquina Beach, Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"Immerse yourself in the splendor of Anna Maria Island, where endless stretches of sun-kissed shores meet the crystal-cl ...
From $412 per night (USD)VRBO
- From $288 per night (USD)
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 ...
From $288 per night (USD)Expedia
- From $419 per night (USD)
VRBO
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 $419 per night (USD)VRBO
- From $196 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 $196 per night (USD)VRBO
- From $346 per night (USD)
VRBO
Lyons Lane: Home on 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 $346 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Silver Sands #243 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 $505 per night (USD)Expedia
- From $309 per night (USD)
VRBO
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 $309 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Silver Sands #243S 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 $595 per night (USD)Expedia
- From $460 per night (USD)
VRBO
The Beach on Longboat Key #104 Resort 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 $460 per night (USD)VRBO
- From $677 per night (USD)
Expedia
Coastal Cottage with Incredible Outdoor Oasis Just 2.5 Miles from Gulf Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
**Charming Cortez Cottage: Your Ultimate Family Vacation Haven** Welcome to the charming Cortez Cottage, your perfect f ...
From $677 per night (USD)Expedia
- From $496 per night (USD)
VRBO
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 $496 per night (USD)VRBO
- From $480 per night (USD)
Expedia
Beach Castle Resort #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 $480 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Silver Sands #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 $171 per night (USD)
Expedia
Tennis resort Townhome on longboat key by the Sea. Family and pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $171 per night (USD)Expedia
- From $296 per night (USD)
VRBO
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 $296 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Silver Sands #241S 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 $519 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Beach Castle Resort #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 $257 per night (USD)VRBO
- From $229 per night (USD)
VRBO
Modern Luxurious 2BR\/2BA Beach Front Condo. 60 day minimum stay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dream… Gulf Coast living. Fully renovated and furnished condominium to a standard you only see in magazines. End unit l ...
From $229 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Beachcomber unit 506
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Enjoy breathtaking sunsets from this fifth floor Gulf front condo on the beach with full ocean views from every room. Th ...
From $570 per night (USD)VRBO
- From $1139 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 $1139 per night (USD)VRBO
- From $566 per night (USD)
VRBO
Lido Rondy Home on Lido Key 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 $566 per night (USD)VRBO
- From $588 per night (USD)
Expedia
Beach Castle Resort #24 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 $588 per night (USD)Expedia