
Longboat Key Rentals

- From $445 per night (USD)
VRBO
Privateer 601S by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Florida Vacation Connection's newest beachfront luxury condo, the Privateer South welcomes to you to Longboat Key. This ...
From $445 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Country Club Shores 4brm pool home by FVC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Soaring Spirits – A Newly Renovated Coastal Escape Proudly offered by FL Vacation Connection Step inside this beaut ...
From $346 per night (USD)Expedia
- From $302 per night (USD)
VRBO
New listing-Special rate for MAY-Gulf front in Beachplace.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Note: Property is booked for Jan-April 2025. The perfect beachfront retreat. From the moment you enter, the contemporar ...
From $302 per night (USD)VRBO
- From $1104 per night (USD)
Expedia
Great Summer Rate! 3 minute walk to the sand. Luxurious 6 bedroom.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Embrace yourself with pure luxury and privacy, surrounded by lush landscaping and steps from the gorgeous Gulf of Mexico ...
From $1104 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Amazing Location and high end. 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful fully remodeled condo in Beachplace. Raised ceilings, tile floors, upgraded kitchen including a wine fridge, u ...
From $249 per night (USD)VRBO
- From $184 per night (USD)
Expedia
DIRECT Gulf Front view from the 4th floor condo at Tiffany Plaza
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Looking to work remotely during the summer and fall? Why not consider working right on the beach? Direct Gulf Front Ren ...
From $184 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Gorgeous Beachside Condo in superior Longboat Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse con ...
From $413 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Full Beach View 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New Listing! Perfect beach view elevated walkdown level fully renovated 2 bedroom condo offers modern luxury. It is par ...
From $301 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Updated 2 Bedroom with Pool, Beach, and Tennis Access by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Florida Vacation Connection offers this well-maintained and comfortable two-bedroom, two-bathroom condo at the highly so ...
From $336 per night (USD)VRBO
- From $494 per night (USD)
Expedia
Longboat Key Townhouse in Cedars Court, Longboat Key Florida
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Milton has passed and we are OPEN! This property is ready for you to enjoy Longboat Key beaches. Kick back and relax wh ...
From $494 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Full Beach View 2 BR Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful beachfront unit on the 5th floor with amazing beach and sunset views. 2 bedroom, 2 bath unit with many modern ...
From $550 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Beachplace 11-305 (3BR) by FGC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom and 3 Bath condo located in the resort community of Beachplace Association. Faces the golf course and has ac ...
From $178 per night (USD)Expedia
- From $508 per night (USD)
VRBO
Longboat Key home rental w\/ PRIVATE Pool & 1 minute to private beach access!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream rental home, perfectly positioned amid the Harbourside Course of the prestigious Longboat Key Club ...
From $508 per night (USD)VRBO
- From $144 per night (USD)
Expedia
Steps to private beach and Gulf Coast Florida sunsets!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Condo by the Sea!! Come and make yourself at home in this bright and beautiful 5th floor condo and enjoy sunrises o ...
From $144 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Sandy Daze on the Gulf. Beachfront condo on quiet luxurious Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This prime location situates you directly on the sugar-white sands and emerald waters of the Gulf of Mexico. You can fin ...
From $347 per night (USD)VRBO
- From $73 per night (USD)
Expedia
Charming 2\/2 ground floor condo located in Beach Harbor Club on Longboat Key - Sea Ya
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sea Ya, a condo in the desirable Beach Harbor Club on Longboat Key. This ground-floor retreat offers the perf ...
From $73 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Breathtaking beach views await from this 2\/2 2nd floor condo on Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breathtaking Direct Gulf views from this second-floor condo at Longboat Terrace. Perfect for a small family or travel wi ...
From $546 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Stunning 2\/2 condo in Club Longboat with Gulf views - Just Beachy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Just Beachy! In need of a view? We have you covered. This 2-bedroom, 2-bath third floor end unit condo located in the hi ...
From $520 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Gorgeous Gulf views await from this 3\/2 condo on Longboat Key - Snow On The Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This unit is located in the Islander Club, one of the best communities on the Gulf of Mexico. With this privileg ...
From $380 per night (USD)VRBO
- From $697 per night (USD)
Expedia
Beachfront 4th floor 4\/4 Longboat Key Condo With Stunning Gulf Views - Paradise Sur Mer
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Paradis Sur Mer! In need of an ocean view? We have you covered. This fourth floor 4-bedroom, 4-bath condo has ...
From $697 per night (USD)Expedia
- Click For Pricing
VRBO
Pura Vida 2 Bedroom Condo by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 1
<p>A short distance from sailing, cycling, and more, this smoke-free condo lets you experience it all. Thanks to the con ...
Click For PricingVRBO
- From $1289 per night (USD)
VRBO
Tranquil Oasis with Pool and Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Special Offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our ...
From $1289 per night (USD)VRBO
- From $228 per night (USD)
VRBO
Beachplace 7 - 202 by FGC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, ...
From $228 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Whitney Beach Hidden Gem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the north shore of pristine Longboat Key. Whitney beach is a beach lovers paradise, with 800 feet of deeded ...
From $236 per night (USD)Expedia
- Click For Pricing
VRBO
Outrigger Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well a ...
Click For PricingVRBO
- From $319 per night (USD)
Expedia
LBK Getaway
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Paradise at LBK Getaway! Great opportunity to stay at an exquisite 2-bedroom, 2-bathroom villa style home in ...
From $319 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Whitney Beach Gulfside With Balcony! 30 day lease but real occupancy negotiable.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
All the comforts of home in this one bedroom, one bathroom condo with killer views. Located on Whitney Beach, this condo ...
From $229 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Spacious and Bright Townhome on beautiful Longboat Key
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Longboat Key - paradise awaits! Large newly renovated, spacious and bright 2 bed/2.5 bath 3 story townhome w ...
From $238 per night (USD)Expedia
- From $418 per night (USD)
VRBO
Stunning Views, Directly on beach, Pool, Private Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Please Inquire with any questions or possible adjustments to dates. You will love the mesmerizing views of the Gulf of M ...
From $418 per night (USD)VRBO
- From $173 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
Turtle Crawl Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>While you're here, you can enjoy all the comforts of home and more, including free WiFi and an LED TV, as well as a c ...
Click For PricingVRBO
- Click For Pricing
Expedia
PENTHOUSE WITH A SPECTACULAR VIEWS OF THE GULF OF MEXICO EQUALY SARASOTA BAY
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Penthouse Contemporary design. Spectacular Views of Gulf & Sarasota Bay. Kitchen, Self Clean Oven, Micro, Dishwasher. Sp ...
Click For PricingExpedia
- From $232 per night (USD)
VRBO
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 $232 per night (USD)VRBO
- From $1149 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
Casa Del Mar Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>You'll find snorkeling, fishing, and more on site at this beach condo. Longboat Key Beaches is an easy 7-minute walk ...
Click For PricingVRBO
- From $407 per night (USD)
Expedia
Island Sanctuary
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Beautiful home in one of the most desirable areas of Longboat Key. Everything you need for your beach getaway. Walk to p ...
From $407 per night (USD)Expedia
- From $748 per night (USD)
VRBO
Longboat Key home on the canal and a 5 minute walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Updated single 4 BR 3 bath home in the popular Country Club Shores community of Longboat Key. Open concept main living ...
From $748 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Gulf Beach front Club Longboat Beach & Tennis Assoc 2BDR 2BA Furn Condo Walk Out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RATE/AVAILABILITY NOTE: 30 DAY ASSOCIATION MINIMUM BOOKING average In season rental rates (Dec $175)/night (Jan-Apr) ...
From $175 per night (USD)Expedia
- From $810 per night (USD)
VRBO
Recently updated 5 bedroom home, private pool and steps to the beach.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Newly updated home!!!!! Updates include: pool re-finished and new components, interior and exterior of home painted comp ...
From $810 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Beachplace 9 - 501 by FGC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views ...
From $330 per night (USD)Expedia
- From $184 per night (USD)
VRBO
3bed\/2bath Beachfront Condo on Longboat Key!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3bed/2bath Condo located on the 3rd floor of Tiffany Plaza with gorgeous views of the crystal blue waters of t ...
From $184 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Stunning 2 Bedroom Condo is located on Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casual yet elegant living area directly on the gulf and just steps from the beach. Enjoy breathtaking sunsets on the Gul ...
From $446 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Stunning one bedroom Cape Cod style Cottage on Long Boat Key, Florida
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy breathtaking sunrises on Sarasota Bay. This one bedroom, well appointed cottage sleeps four. Unit 11 features one ...
From $276 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful, private beach and remodeled coastal retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stunning ground floor condo with lanai and privacy garden at Bayport Beach and Tennis Club, designed by Tim Seibert, one ...
Click For PricingExpedia
- Click For Pricing
VRBO
Waterfront condo with pool, jacuzzi, dock, and tennis courts!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Key to Happiness by AMI Locals Home in Longboat Key, FL 34228 Welcome to Your Key to Happiness, a gorgeous, newly ...
Click For PricingVRBO
- From $291 per night (USD)
Expedia
Portobello #204 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA welcomes you to Gulf front vacationing at Portobello. With amazing beach views, and classic beach style, unit #204 i ...
From $291 per night (USD)Expedia
- Click For Pricing
VRBO
Gorgeous Beachside Condo\/Townhome on Longboat Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a very unique Condo/Townhome located in the beautiful Club Longboat Beach and Tennis Club. Only unit like this i ...
Click For PricingVRBO
- From $293 per night (USD)
Expedia
Your Dream Vacation Awaits at Sea N Blue!OCEANFRONT WITH PANORAMIC GULF VIEWS!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ready to swap the hustle and bustle for sun-soaked shores and gentle ocean breezes? Meet Sea N Blue, your ultimate vacat ...
From $293 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Paradise awaits on LBK 2BR\/2BA Updated Condo on the Bay with Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Meticulously maintained top (3rd) floor condominium located on Sarasota Bay. Private dock, pool, gym and water access. ...
From $170 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Direct Bayfront LBK Condo, Private Beach, Near St Armands, Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Private oasis directly on Longboat Key beach and steps to the Gulf of Mexico. Fully equipped with all the essentials, co ...
From $281 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Club Longboat #334 Condo by RVA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This 3-bedroom/ 2 ...
From $392 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Modern Beach Retreat -2 Beds 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Everything you need is here "Updated Modern Beach Retreat " Beach to Bay Longboat Key Townhouse with attached Garage, ...
From $316 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Spectacular water views plus everything you need!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to the beach-to-bay gated community of Longboat Harbour on world famous Longboat Key. Take the elevator to this ...
From $269 per night (USD)VRBO
- From $289 per night (USD)
Expedia
Historic Longbeach Village Cottage - Private Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
'Sunny Side Up' is a restored beach cottage built in the 1950's located on the north end of Longboat Key in historic ...
From $289 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Bay to Beach: Amazing Views of Gulf & Bay by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bay to Beach by Anna Maria Life Vacation Rentals 1407 Gulf, 101, Bradenton Beach, FL 34217 What You'll Love About This ...
From $458 per night (USD)VRBO
- From $663 per night (USD)
Expedia
Crooked Coconut: Resort Pool & Spa, Dock, Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Crooked Coconut by Anna Maria Life Vacation Rentals 12204 45th Avenue Dr. W, Bradenton, FL 34210 What You'll Love About ...
From $663 per night (USD)Expedia
- From $390 per night (USD)
VRBO
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT\nPrivate Beach Back Yard ! 5 BR 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
Your tropical oasis awaits! Our spacious, newly decorated coastal chic 5 bdrm/2 bath home is just 2 miles from the beaut ...
From $390 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Coquina Moorings 202 Condo With Pool Boat Dock And Awesome Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coquina Moorings 202 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch a ...
From $333 per night (USD)Expedia
- From $341 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 $341 per night (USD)VRBO
- From $264 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 $264 per night (USD)Expedia
- From $373 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 $373 per night (USD)VRBO
- From $341 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 $341 per night (USD)Expedia
- From $759 per night (USD)
VRBO
🏝Perfectly Located Between St. Armands Circle & Lido Beach + Heated Pool\/Spa
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This Lido Key home is only steps from beautiful Florida famous waters and beaches. This private 2 story home features 2 ...
From $759 per night (USD)VRBO
- From $720 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 $720 per night (USD)Expedia
- From $746 per night (USD)
VRBO
Spring Specials! Pool+Grill+Tropical Oasis+Games
- 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 $746 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Adorable condo with a full kitchen & outdoor space - just steps from the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf View Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $309 per night (USD)Expedia
- From $613 per night (USD)
VRBO
🏝Tropical, Private, Gated Home w\/ pool Short Walk to St Armands & Lido & LBK🏖
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Lido Key is located off the coast of downtown Sarasota and directly across the cascading Ringling Causeway. Sarasota's n ...
From $613 per night (USD)VRBO
- From $131 per night (USD)
Expedia
Lido Beach Corner of Beach and St. Armand Circle B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect Beach Location. Right across from Lido Beach and immediatly next to St. Armands Circle. Walk to the many resta ...
From $131 per night (USD)Expedia
- From $469 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 $469 per night (USD)VRBO
- From $656 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 $656 per night (USD)Expedia
- From $678 per night (USD)
VRBO
Big Roomy Beach Cottage: 4 bd\/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $678 per night (USD)VRBO
- From $375 per night (USD)
Expedia
2Bd+2 Ba beach cottage w\/private front\/back yard, screened porch, firepit, grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2 ...
From $375 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Coquina Moorings 201 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath with...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coquina Moorings, Unit 201 - Anna Maria Island - 2 Bedroom/ 2 Bath with Den, maximum occupancy of 6 people. Bay an ...
From $404 per night (USD)VRBO
- From $1512 per night (USD)
Expedia
St. Armand's Canal-Front Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
St. Armand's Canal-Front Pool Home steps to the beach! This gem of an estate has been completely rebuilt and remodeled. ...
From $1512 per night (USD)Expedia
- From $1834 per night (USD)
VRBO
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w\/ Slide
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1834 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Gray House is a completely renovated historical cottage dating back to the early 1900s, in the historical fishing vi ...
From $167 per night (USD)Expedia
- From $1301 per night (USD)
VRBO
Paradise awaits at this sparkling 7 bedroom luxury home with pool & rooftop deck
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 18
Crystal Waves Oasis by Anna Maria Island Locals Home in Bradenton Beach, FL Features: • Private Pool and Spa • Rooftop ...
From $1301 per night (USD)VRBO
- From $123 per night (USD)
Expedia
Paradise Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Paradise Bay is an absolute perfect location and spot for any vacation near Bradenton beach or Anne Marie island! With b ...
From $123 per night (USD)Expedia
- From $756 per night (USD)
VRBO
3 bedroom pool home by FVC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your picturesque getaway on St. Armands Circle, where tranquility meets coastal luxury in this stunning vacat ...
From $756 per night (USD)VRBO
- From $637 per night (USD)
Expedia
Luxe Oasis | Private Pool, In St Armands Circle, Near Lido Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Oasis, your exclusive tropical escape on the beautiful Lido Key. Nestled just moments from the renowned ...
From $637 per night (USD)Expedia
- From $925 per night (USD)
VRBO
Quiet peaceful home on the canal with a dock; 2 minute walk to St Armands Circle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEW RENOVATIONS/CONSTRUCTION: The home was recently purchased and renovated with all new furnishings and appliances. T ...
From $925 per night (USD)VRBO
- From $521 per night (USD)
Expedia
⚓Whispering Palms! Available for Summer! Private canal side dock + pool w\/spa!⚓
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Whispering Palms! ⚓Short drive to the World Class Beaches of Anna Maria Island ⚓Canal Front with Quick Ac ...
From $521 per night (USD)Expedia
- From $504 per night (USD)
VRBO
St Armands Key Walk to Beach - 3 Bedrooms 4+ Bathrooms Private Heated Pool
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 7
Roomy contemporary single family home in the heart of St. Armand's Key available for monthly rental with discounts for l ...
From $504 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Ebb & Flow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy getaway awaits in Palma Sola Bay, FL.We are located 0.25 mile from the beautiful Anna Maria Island! Call the M ...
From $253 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Cottage A of Historic Waterfront Fish Camp. \nPrivate Dock. Minute walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage A is part of the 1936 Historic Fish Camp located directly on the bay. 115 7th St S. This cottage is perfect f ...
From $307 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Kayaks, Bikes & Bay Access: Bradenton Escape!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pet Friendly w/ Fee | Beach Chairs & Towels Provided | Close to Fine Dining Nestled within a picturesque waterfront com ...
From $328 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Lido Beach Renovated House by Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW PROPERTY Dreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedr ...
From $463 per night (USD)VRBO
- From $876 per night (USD)
Expedia
St Armands Mid Century Rad Pad with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This unique retreat in the heart of St Armand's Circle was just freshly renovated and ready for fun! Stroll to pristine ...
From $876 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Gulf-Front - Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Full Gulf-Front Condominium in well maintained complex. Secured building and covered parking (1 space). Beautiful pool, ...
From $396 per night (USD)VRBO
- From $1178 per night (USD)
Expedia
Mermaid's Landing managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
110 11th Street South - Bradenton Beach - FL 34217 Book with confidence: You may cancel your reservation up to 60 days ...
From $1178 per night (USD)Expedia
- From $129 per night (USD)
VRBO
Ocean View Large Lido Beach Corner of Beach and St. Armand Circle A
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2BR, Comfortable King size bed in the master bedroom and Queen size bed in the 2nd bedroom Shower/bath. Stove microwave, ...
From $129 per night (USD)VRBO
- From $605 per night (USD)
Expedia
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful completely renovated 3 bedroom 3 bath home. Ideally located steps (3-5 minute walk) from St Armand's Circle sh ...
From $605 per night (USD)Expedia
- From $522 per night (USD)
VRBO
Walk to St Armands Circle! Spacious Home with Private Secluded Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious, fully furnished house is a tropical oasis. Located directly on St Armand's Key you are within walking di ...
From $522 per night (USD)VRBO
- Click For Pricing
Expedia
Sunset Heaven | On St Armands Circle Water Views, Private Heated Pool & Spa!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to Sunset Heaven, the ultimate waterfront retreat on Lido Key. This magnificent 4-bedroom, 3-bathroom home offers ...
Click For PricingExpedia
- From $940 per night (USD)
VRBO
Lovely Pool Home on St. Armand's Circle, Sarasota
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
St. Armand's Circle, is home to this beautifully decorated 6 bedroom 4.5 bath vacation home (which includes a 1 bedroom/ ...
From $940 per night (USD)VRBO
- From $1126 per night (USD)
Expedia
Syat at Coastal Horizons: Steps to the Beach! Private Pool, Pet Friendly!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Coastal Horizons by Anna Maria Vacations Home in Bradenton Beach, Fl 34217 TPL18-000052 Enjoy luxurious living at Coas ...
From $1126 per night (USD)Expedia
- From $3206 per night (USD)
VRBO
Best of both worlds! Luxury 6000+ sq ft Bay front home also next to Beach
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
One of the finest luxury vacation homes on AMI! Mandalay Bay has recently completed a major freshen up renovation with n ...
From $3206 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Charming Beachside Getaway With Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Immerse yourself in the coveted Lido Key lifestyle with this exquisite 2-bedroom, 2-bath condo, perfectly situated betwe ...
From $413 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Coquina Moorings 205: Condo with Gulf-to-Bay views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coquina Moorings 205, a beautiful second-floor bayfront and gulf-front condo near Coquina Beach. Enjoy stunni ...
From $306 per night (USD)VRBO
- From $1041 per night (USD)
Expedia
Tropical Haven - 4503\/05
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to “Tropical Haven”…A poolside resort experience, without the high resort prices! This 5 bed, 5 bath vacation h ...
From $1041 per night (USD)Expedia