
Longboat Key Rentals

- From $363 per night (USD)
VRBO
Cedars East 2BR Condo–Bright, Airy Near Beach & Courts Unit #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 $363 per night (USD)VRBO
- From $483 per night (USD)
Expedia
Roomy 2 Bedroom Retreat with Stunning Amenities 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 $483 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Bay Breezes & Wagging Tails – Pet-Friendly Stay at Cedars East #830 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 $319 per night (USD)VRBO
- From $238 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 $238 per night (USD)Expedia
- From $231 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 $231 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Oceanfront 1BR Silver Sands Longboat Key-Your Gulf Escape #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 $357 per night (USD)Expedia
- From $618 per night (USD)
VRBO
Spacious 3 Bedroom with Deck Gulfside Condo - 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 $618 per night (USD)VRBO
- From $225 per night (USD)
Expedia
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 $225 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Beach & Pool Access: Gulf Coast Villa w/ Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Heated Pool Access | Steps to Beach | Long-Term Renters Welcome Add a little serenity to your next trip in the Sunshine ...
From $270 per night (USD)VRBO
- From $309 per night (USD)
Expedia
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)Expedia
- From $288 per night (USD)
VRBO
LBK Home! Steps from the beach! Sleeps 4!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $335 per night (USD)
Expedia
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 $335 per night (USD)Expedia
- From $173 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 $173 per night (USD)VRBO
- From $402 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 $402 per night (USD)VRBO
- From $450 per night (USD)
VRBO
Prime Location, Endless Gulf Views - 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 $450 per night (USD)VRBO
- From $352 per night (USD)
Expedia
2 BR w Private Balcony on the Beach in Longboat Key-Silver Sands #251S 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 $352 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Drift & Dune – Longboat Beachfront - The Beach on Longboat Key #101 by 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 $306 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Active Coastal Getaway – 2BR Resort Condo at Beachplace #6-202 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 $239 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Sun, Sand & Serenity – Beach Castle #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 $266 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Gulfside Comfort Just Steps from the Sand - 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 $466 per night (USD)Expedia
- From $334 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 $334 per night (USD)VRBO
- From $615 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 $615 per night (USD)VRBO
- From $168 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 $168 per night (USD)VRBO
- From $164 per night (USD)
Expedia
NEWLY RENOVATED - Beachplace 4-104 2BR Condo
- 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 $164 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #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 $390 per night (USD)VRBO
- Click For Pricing
Expedia
Beachplace Coastal Retreat – 2BR Condo w Pool & Private Beach # 3-102 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 ...
Click For PricingExpedia
- From $211 per night (USD)
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 ...
From $211 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $636 per night (USD)
VRBO
Lido Key Luxury Pool Home–Perfect for Families Lido Shores Sanctuary by RVA
- Bedrooms:
- 4
- 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 $636 per night (USD)VRBO
- From $532 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 $532 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Amazing Cottage Near Whitney Beach! Hurricane Rebuild, Brand Newly Remodel!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New new new! More new photos soon. Charmingly remodeled bungalow from 1920, blocks to Whitney Beach & Sarasota Bay. Open ...
From $565 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Tranquil Bay Views from Cedars East–Tennis & Pool Access Unit #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 $356 per night (USD)Expedia
- From $491 per night (USD)
VRBO
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 $491 per night (USD)VRBO
- Click For Pricing
Expedia
Stay & Serve – Cedars East Tennis Resort #511 on Longboat Key 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 ...
Click For PricingExpedia
- From $474 per night (USD)
VRBO
Beachfront Family Escape–2BR with Direct Ocean View 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 $474 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Large Studio on Gulf! Cabana Beach Club #5B Longboat Key-Steps to Sand 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 $242 per night (USD)Expedia
- From $83 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 $83 per night (USD)VRBO
- From $323 per night (USD)
Expedia
1 Bedroom on Gulf w Private Balcony & Kitchen 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 $323 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Beach Escape – Silver Sands Gulf Resort #246, Private Patio & Pool 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 $310 per night (USD)VRBO
- From $216 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 $216 per night (USD)Expedia
- From $578 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 $578 per night (USD)VRBO
- From $574 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 $574 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Tropical Oasis Near AMI & IMG | Pool + BBQ 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 $364 per night (USD)VRBO
- From $174 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 $174 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 $153 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 $153 per night (USD)Expedia
- From $274 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 $274 per night (USD)VRBO
- From $243 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 $243 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 $461 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 $461 per night (USD)Expedia
- From $343 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 $343 per night (USD)VRBO
- From $241 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 $241 per night (USD)Expedia
- From $390 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 $390 per night (USD)VRBO
- From $425 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 $425 per night (USD)Expedia
- From $388 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 $388 per night (USD)VRBO
- From $496 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 $496 per night (USD)Expedia
- From $244 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 $244 per night (USD)VRBO
- From $208 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 $208 per night (USD)Expedia
- From $320 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 $320 per night (USD)VRBO
- From $415 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 $415 per night (USD)Expedia
- From $268 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 $268 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Modern Luxurious 2BR/2BA Beach Front Condo. 60/90 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 $233 per night (USD)VRBO
- From $413 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 $413 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 $284 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 $284 per night (USD)VRBO
- From $389 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 $389 per night (USD)Expedia
- From $325 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 $325 per night (USD)VRBO
- From $437 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 $437 per night (USD)Expedia
- From $349 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 $349 per night (USD)VRBO
- From $245 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 $245 per night (USD)Expedia
- From $473 per night (USD)
VRBO
Gulfside 2BR – Family-Friendly Stay at Silver Sands #257S 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 $473 per night (USD)VRBO
- From $302 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 $302 per night (USD)Expedia
- From $747 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 $747 per night (USD)VRBO
- From $347 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 $347 per night (USD)Expedia
- From $336 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 $336 per night (USD)VRBO
- From $327 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 $327 per night (USD)Expedia
- From $336 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 $336 per night (USD)VRBO
- From $258 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 $258 per night (USD)VRBO
- From $319 per night (USD)
VRBO
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 $319 per night (USD)VRBO
- From $307 per night (USD)
Expedia
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 $307 per night (USD)Expedia
- From $189 per night (USD)
VRBO
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 $189 per night (USD)VRBO
- From $669 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 $669 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
- From $676 per night (USD)
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 ...
From $676 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Full Beach View 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Live life on the beach---Private parking included! Beachplace is one of Longboat Key's premier vacation rental location ...
From $390 per night (USD)VRBO
- From $243 per night (USD)
Expedia
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 $243 per night (USD)Expedia
- From $284 per night (USD)
VRBO
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 $284 per night (USD)VRBO
- From $578 per night (USD)
Expedia
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 $578 per night (USD)Expedia
- From $288 per night (USD)
VRBO
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)VRBO
- From $243 per night (USD)
Expedia
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)Expedia
- From $434 per night (USD)
VRBO
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 $434 per night (USD)VRBO
- From $255 per night (USD)
Expedia
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 $255 per night (USD)Expedia
- From $392 per night (USD)
VRBO
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 $392 per night (USD)VRBO
- From $413 per night (USD)
Expedia
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 $413 per night (USD)Expedia
- From $276 per night (USD)
VRBO
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 $276 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $402 per night (USD)
VRBO
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 $402 per night (USD)VRBO
- From $392 per night (USD)
Expedia
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 $392 per night (USD)Expedia
- From $399 per night (USD)
VRBO
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 $399 per night (USD)VRBO
- From $424 per night (USD)
Expedia
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)Expedia