Longboat Key Rentals
From $529 per night (USD)VRBO
Beautiful Bayfront home with Pool and Dock!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Best of Boat Worlds by AMI Locals Home in Bradenton Beach, FL 34217 Welcome to Best of Boat Worlds, a meticulously craf ...
From $529 per night (USD)VRBO
From $392 per night (USD)Expedia
Coquina Moorings 203 | Pool & Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bayfront Elegance | Unmatched Waterfront Living Perched at the southernmost point of Anna Maria Island, this one-of-a-ki ...
From $392 per night (USD)Expedia
From $218 per night (USD)VRBO
Tropical Haven *C Guesthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to “Tropical Haven C”…A poolside resort experience, without the high resort prices! This 1 bed, 1 bath with add ...
From $218 per night (USD)VRBO
From $370 per night (USD)Expedia
Tropical Haven *B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to “Tropical Haven B”…A poolside resort experience, without the high resort prices! This 2 bed, 2 bath with add ...
From $370 per night (USD)Expedia
From $369 per night (USD)VRBO
Tropical Haven *A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to “Tropical Haven A”…A poolside resort experience, without the high resort prices! This 2 bed, 2 bath with add ...
From $369 per night (USD)VRBO
From $958 per night (USD)Expedia
Waterfront w\/Putting Green, Heated Pool, Dock -Manatee Cove
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Manatee Cove by Lido Key Vacations Home in Sarasota, FL 34236 VR24-00003 Minimum stay duration of 7 days/nights Welcom ...
From $958 per night (USD)Expedia
From $110 per night (USD)VRBO
Studios near AMI Beach, Fully Furnished, Kitchenette, Enclosed Lanai”
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our fully furnished newly renovated Seashell I & II studio located just one mile away from the beautiful Anna ...
From $110 per night (USD)VRBO
From $1400 per night (USD)Expedia
Rooftop deck with Gulf views - Villa Rayo Del Sol
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Villa Rayo Del Sol by AMI Locals Home in Bradenton Beach, FL 34217 Welcome to Villa Rayo Del Sol, a stunning new thre ...
From $1400 per night (USD)Expedia
From $245 per night (USD)VRBO
2 Mi to Bradenton Beach: Water-View Home w\/ BBQ
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to paradise when you book a stay at this stunning 3-bedroom, 2-bathroom home in Bradenton! Perfectly situated nea ...
From $245 per night (USD)VRBO
From $342 per night (USD)Expedia
Heart of Bradenton Beach, on the Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax on your balcony overlooking the bay, steps across the street to the beach. Walk to beach bars, restaurants and sho ...
From $342 per night (USD)Expedia
From $872 per night (USD)VRBO
2 Villas, Pickleball, Htd Pool,Game Room,6BR\/24ppl
- Bedrooms:
- 4
- Bathrooms:
- 10
- Sleeps:
- 24
Summary: Whether you’re here for a week-long adventure, a weekend getaway or extended visit to paradise, the moment you ...
From $872 per night (USD)VRBO
From $642 per night (USD)Expedia
Newly remodeled beach house by Lido Beach and private pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Per City of Sarasota’s Rental Ordinance - This property must be rented for a minimum of 7 nights. Enjoy early morning ...
From $642 per night (USD)Expedia
From $2301 per night (USD)VRBO
Luxury home, Lagoon-style Pool, Rooftop Deck. Beach views! - Tide of Your Life
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 22
Tide of Your Life by AMI Locals Home in Bradenton Beach, Florida TPL22-000073 Prepare for the Tide of Your Life at th ...
From $2301 per night (USD)VRBO
From $548 per night (USD)Expedia
Coastal Cottage w\/ Pickleball and Outdoor Oasis 2 mi to Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
**Charming Cortez Cottage: Your Ultimate Family Vacation Haven** ** New for 2025: Brand New Pickleball court!! Welcome ...
From $548 per night (USD)Expedia
From $388 per night (USD)VRBO
Lido Key Getaway With Heated Private Pool and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This amazing mid-century modern home is the perfect Lido Key getaway for relaxation and vacation in Florida. Steps from ...
From $388 per night (USD)VRBO
From $1203 per night (USD)Expedia
4 BR\/3 BA Lido Canal Home by FVC
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Offered by FL Vacation Connection, Kon-Tiki is a 4 brm + den private pool home with dock. Contemporary coastal décor wi ...
From $1203 per night (USD)Expedia
From $499 per night (USD)VRBO
Lido Beach House\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Cozy beach house on stunning Lido Key 3 Bedrooms and 3 bathrooms with rooftop deck Beautiful private heated pool and spa ...
From $499 per night (USD)VRBO
From $153 per night (USD)Expedia
Gorgeous canal front condo, fully equipped and just minutes from the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You'll love the carefree living at this condo. It's fully equipped for your daily needs with updates throughout. Spend y ...
From $153 per night (USD)Expedia
From $343 per night (USD)VRBO
2BR East Unit of Beach to Bay Cottage...just 100 feet from Gulf Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
WE ARE BACK IN BUSINESS following the hurricanes! Come enjoy the 2 BR half of our 2- Unit Beach to Bay Cottage. New f ...
From $343 per night (USD)VRBO
From $395 per night (USD)Expedia
Coquina Moorings 205 ~ Beach, Bay, Pool, Docking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coquina Moorings 205 - Beautiful, second floor bay front/gulf front condo near Coquina Beach. Wonderful bay v ...
From $395 per night (USD)Expedia
From $244 per night (USD)VRBO
Bright condo with private balcony, washer\/dryer, & WiFi- close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Paradise Found Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $244 per night (USD)VRBO
From $4440 per night (USD)Expedia
Castle on-the-Bay - St. Armand’s\/Lido Beach 6 BD, Pool\/Spa, Boat & Jet Ski Dock
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This St. Armand's bayfront estate home has spectacular panoramic views of Sarasota Bay and the downtown city lights. Th ...
From $4440 per night (USD)Expedia
From $424 per night (USD)VRBO
Coquina Moorings 103 ~ Beach, Bay, Pool, Docking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coquina Moorings offers the BEST of both worlds... The Beach and The Bay! Spectacular views from the main living area, ...
From $424 per night (USD)VRBO
From $295 per night (USD)Expedia
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 $295 per night (USD)Expedia
From $2411 per night (USD)VRBO
Pirate House: Gulf Front, Pool, #1 Location Lido Key, St. Armands One Block.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Let's get straight to the point: THERE IS NO FINER RENTAL HOME on Lido Key! From the exquisite residence to its extensiv ...
From $2411 per night (USD)VRBO