
Longboat Key Rentals

- 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 $399 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 $399 per night (USD)Expedia
- From $461 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 $461 per night (USD)VRBO
- From $224 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 $224 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Sunny Gulf Coast Villa: Direct Beach & Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $292 per night (USD)VRBO
- From $426 per night (USD)
Expedia
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 $426 per night (USD)Expedia
- From $317 per night (USD)
VRBO
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 $317 per night (USD)VRBO
- From $499 per night (USD)
Expedia
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 $499 per night (USD)Expedia
- From $239 per night (USD)
VRBO
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)VRBO
- From $268 per night (USD)
Expedia
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 $268 per night (USD)Expedia
- From $463 per night (USD)
VRBO
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 $463 per night (USD)VRBO
- From $333 per night (USD)
Expedia
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 $333 per night (USD)Expedia
- From $209 per night (USD)
VRBO
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 $209 per night (USD)VRBO
- From $401 per night (USD)
Expedia
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 $401 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $223 per night (USD)
Expedia
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 $223 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 $692 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 $692 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 $365 per night (USD)
Expedia
Tranquil Bay Views from Cedars East–Tennis & Pool Access Unit #812 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $365 per night (USD)Expedia
- From $1031 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 $1031 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
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
Click For PricingExpedia
- From $458 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 $458 per night (USD)VRBO
- From $118 per night (USD)
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 ...
From $118 per night (USD)Expedia
- From $277 per night (USD)
VRBO
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 $277 per night (USD)VRBO
- From $238 per night (USD)
Expedia
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 $238 per night (USD)Expedia
- From $222 per night (USD)
VRBO
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 $222 per night (USD)VRBO
- From $166 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 $166 per night (USD)Expedia
- From $535 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 $535 per night (USD)VRBO
- From $263 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 $263 per night (USD)Expedia
- From $449 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 $449 per night (USD)VRBO
- From $375 per night (USD)
Expedia
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 $375 per night (USD)Expedia
- From $447 per night (USD)
VRBO
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 $447 per night (USD)VRBO
- From $315 per night (USD)
Expedia
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 $315 per night (USD)Expedia
- From $342 per night (USD)
VRBO
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 $342 per night (USD)VRBO
- From $264 per night (USD)
Expedia
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 $264 per night (USD)Expedia
- From $542 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 $542 per night (USD)VRBO
- From $455 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 $455 per night (USD)Expedia
- From $271 per night (USD)
VRBO
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 $271 per night (USD)VRBO
- From $262 per night (USD)
Expedia
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 $262 per night (USD)Expedia
- From $534 per night (USD)
VRBO
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 $534 per night (USD)VRBO
- From $256 per night (USD)
Expedia
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 $256 per night (USD)Expedia
- From $369 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 $369 per night (USD)VRBO
- From $351 per night (USD)
Expedia
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 $351 per night (USD)Expedia
- From $233 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 $233 per night (USD)VRBO
- From $588 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 $588 per night (USD)Expedia
- From $196 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 $196 per night (USD)VRBO
- From $437 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 $437 per night (USD)Expedia
- From $288 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 $288 per night (USD)VRBO
- From $425 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 $425 per night (USD)Expedia
- From $470 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 $470 per night (USD)VRBO
- From $324 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 $324 per night (USD)Expedia
- From $444 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 $444 per night (USD)VRBO
- From $427 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 $427 per night (USD)Expedia
- From $425 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 $425 per night (USD)VRBO
- From $441 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 $441 per night (USD)Expedia
- From $290 per night (USD)
VRBO
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 $290 per night (USD)VRBO
- From $179 per night (USD)
Expedia
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 $179 per night (USD)Expedia
- From $227 per night (USD)
VRBO
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 ...
From $227 per night (USD)VRBO
- From $262 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
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $262 per night (USD)Expedia
- From $328 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 $328 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Cedars East #622 Townhome by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $293 per night (USD)Expedia
- From $230 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 $230 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- From $274 per night (USD)
VRBO
Gulf Coast Elegance–Cedars East with Bay Views, Tennis & Pool Unit 822 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $274 per night (USD)VRBO
- From $334 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 $334 per night (USD)Expedia
- From $319 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
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $319 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Gulf Coast Getaway – Cedars East Tennis Haven Unit #509 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $262 per night (USD)Expedia
- From $245 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 $245 per night (USD)VRBO
- From $431 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 $431 per night (USD)Expedia
- From $781 per night (USD)
VRBO
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 $781 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Play, Stay & Bring Your Pup: Pet-Friendly Cedars East Condo #832 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $300 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Beach & Tennis Paradise - Cedars East Resort #806 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $255 per night (USD)VRBO
- From $269 per night (USD)
Expedia
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 $269 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Courtside Coastal Retreat–Cedars East 2 BR Tennis Getaway Unit #605 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $263 per night (USD)VRBO
- From $441 per night (USD)
Expedia
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 $441 per night (USD)Expedia
- From $251 per night (USD)
VRBO
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 $251 per night (USD)VRBO
- From $188 per night (USD)
Expedia
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)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 $395 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 $395 per night (USD)Expedia
- From $832 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 $832 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Condo with a View 1: Beachfront!
- 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 $346 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Unit #114 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our resort has a relaxed, upscale feel. It is great for vacationers seeking peace and tranquility as well as families wa ...
From $396 per night (USD)VRBO
- From $483 per night (USD)
Expedia
Unit #203 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Second Floor, non-smoking unit. Best views to the beach/Gulf in the Sand Cay complex. Three large bay windows looki ...
From $483 per night (USD)Expedia
- From $486 per night (USD)
VRBO
Unit #204 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Second floor non-smoking unit. Accommodates 6 people. Living room has a 110" window with a direct view of the beach/Gu ...
From $486 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Unit #111 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come experience the ultimate white sandy private beach front boutique Florida paradise. When planning a trip to the beau ...
From $408 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Unit #106 Sand Cay Beach Resort Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright, beachy ground floor unit with a lovely view and easy access of the Gulf. Large, extended bedrooms that comforta ...
From $446 per night (USD)VRBO
- From $445 per night (USD)
Expedia
Unit #201 Sand Cay Beach Resort Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will b ...
From $445 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Unit #209 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just a short walk to the beach, and steps away from the office, fenced in pool, tennis court and laundry facilities. Th ...
From $400 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Unit #303 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to paradise! Now is a great time to escape to the beach where you can destress in an environment that makes it e ...
From $489 per night (USD)Expedia
- From $461 per night (USD)
VRBO
Unit #120 Sand Cay Beach Resort Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Front Condo That Has It All Wonderful ground floor unit – walk right to the beach – no steps to deal with! Very p ...
From $461 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Unit #320 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Master bedroom has king size bed and full bath. Second bedroom has twin beds with full bath. Extremely well equipped k ...
From $491 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Unit #105 Sand Cay Beach Resort Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $433 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Unit #205 Sand Cay Beach Resort Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience spectacular views from this beautifully appointed and well-located Gulf View (Close to Gulf Front) unit! Now ...
From $441 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Unit #104 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $500 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Unit #107 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $413 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Unit #116 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
First floor Gulf front. Queen bed in the master, Two full beds in guest bedroom. The views make you want to bask in the ...
From $488 per night (USD)VRBO
- From $402 per night (USD)
Expedia
Unit #311 Sand Cay Beach Resort Pool and Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Third floor unit looks over the heated pool of Sand Cay. Decorated unit has all the luxuries of home. Quaint, quiet, an ...
From $402 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Unit #219 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
All new appliances, granite and walk-in master shower. Living space has a Hi def flat-screen TV. Comfortable and cozy, ...
From $474 per night (USD)VRBO
- From $558 per night (USD)
Expedia
Unit #217 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Second floor, The kitchen/living room was renovated / furnished in 2017. All new bathrooms and bedrooms renovated in 20 ...
From $558 per night (USD)Expedia