1 BR | 1 BA | Sleeps 4 | Quick View
Distance to beach: 5 feet to Just outside your door & window
Key Amenities
About this property
Renter cancellation for 2023 due to a family health issue. Had been rented for 2023 since January and just opened up this week.Magnificent Condo directly on the Gulf of Mexico! Right on the beach! Every sunset is unique and beautiful!No need to fight any traffic or an overcrowded public beach. ...
Property Type
Longboat Key Condo
We enjoyed our stay & owners were very helpful for helping us when needed! Beautiful view of the Gulf! Unit was sparkling clean & well equipped & comfortable. We are returning next year as well. The property ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Welcome to the Pet Friendly Tropical Paradise House. Once you drop your suitcases, you’re a short 3-minute walk to sugar soft white sand on your own private beach. Bring your favorite bottle of wine, while you admire the beautiful orange warm Florida sunset from your own gazebo (complete with ...
Property Type
Longboat Key House
Loved how close the beach was to the house, very quiet and relaxing neighborhood. House very spacious.
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Comfortable home with the charm of old Florida, costal décor, and eclectic antiques. Canal side with water views and only steps from a sharable day dock on the bay. Master Bedroom and office are located upstairs with a remarkable view of the Sarasota Bay. Minutes from gorgeous beaches. Beautiful ...
Property Type
Longboat Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
New new new! More photos coming. Charmingly remodeled bungalow blocks from Whitney Beach & a block from bay. Open layout w/high ceilings, stainless appliances w/ gas stove. Heated swimming pool & hot tub. Relax & listen to breezy palms smack up against each other in this gorgeous landscaping! ...
Property Type
Longboat Key House
After my first great experience at the landlord’s other property, I booked this one. Again, the landlord was fabulous and met all our needs. The furnishings were beautiful and very clean. The beds are ...
5 BR | 4 BA | Sleeps 11 | Quick View
Key Amenities
About this property
Enjoy being located in heart of LongBeach, a historical fishing village on Longboat. This is a compound that may be leased separately as a 3 bed/2 bath main house + two 1bed/1 bath guest cottages, all remodeled/newly furnished + smart TV's. High vaulted ceilings in cottages. Brand new & updated ...
Property Type
Longboat Key Estate
1 BR | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
Beautiful, peaceful one bedroom / one bath condo on Longboat Key. Amazing view and breeze from the lanai. Private friendly gated community with great amenities. Four pools, tennis court, BBQ girls, shuffleboard, work out facilities, game room. Private beach access across the street with private bathrooms ...
Property Type
Longboat Key Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Distance to beach: 150 yards to Gulf Of Mexico
Key Amenities
About this property
Ground Floor Villa Condo- 1 Bedroom- Sleeps 2 - walk 4 min to beachAdorable end unit attached villa in the charming walkable community of St Judes on Longboat Key just a short 4 minute walk to the private beach access (see photo) and 3 minute walk to the neighboring 32 acre Durante Park FULL of fabulous ...
Property Type
Longboat Key Villa
This place was clean and had everything you would need. The bed was the most comfortable bed I have ever slept in. The beautiful beach was just a short walk away and they provided beach chairs too. The ...
Key Amenities
About this property
Enjoy this serene property and location...steps from the sandy white beach and the beautiful Gulf of Mexico waters on Longboat Key. This spacious home has been recently updated and will provide a peaceful and relaxing vacation. There are no resort fees, and there is plenty of private parking, and again ...
Property Type
Longboat Key House
Key Amenities
About this property
Paradise is not lost. Beachplace is a private gated Gulf front community with 24 hour security located on the famous Longboat Key. Steps away from the longest stretch of private beach on Longboat Key and located on 30 acres of manicured grounds, Beachplace is one of the island’s most beautiful ...
Property Type
Longboat Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Enjoy the beauty of this updated condo located just steps to the beach! The new tile flooring, open kitchen and the upscale furnishings will make your vacation that much more enjoyable. Beachplace offers you a luxury resort-style living that features a large pool with a lap lane, hot tub, kiddie pool, ...
Property Type
Longboat Key Condo
Key Amenities
About this property
PENTHOUSE, DOUBLE BALCONIES, breathtaking wide sweeping straight on views of the Gulf and Bay make our Beachplace condo a true paradise on Longboat Key. This sought after resort is gated on the south end of the island close to the famous Saint Armands Circle, Publix’s and many highly rated restaurants. ...
Property Type
Longboat Key Condo
Key Amenities
About this property
Surrounded by tropical landscaping & fruit trees on a corner lot, this cozy 3 bed/2 bath home features an open floor plan w/new kitchen & remodeled baths. Those who enjoy a quiet retreat will enjoy the pond with lilly pads & fire pit. LBK's historic fisherman's village combines rich history ...
Property Type
Longboat Key House
I was lucky enough to nab this cute cottage for a month in November, I was looking for somewhere quiet to work and this place was fabulous. Situated on a quiet coconut palmed street with restaurants at ...
Key Amenities
About this property
For those who do not know Beachplace, it is more of a resort than it is a gated condo community. During the winter there are plenty of planned activities including a movie night once a week, a book club, pot luck dinners, tennis, pickle ball and more. This beautiful 5th floor corner unit has amazing ...
Property Type
Longboat Key Condo
My first trip to the Sarasota area but certainly not my last! I stayed in this condo for approximately 2 months and it was the best two months I've had in a very long time! The condo is clean, attractively ...
3 BR | 2.5 BA | Sleeps 7 | Quick View
Key Amenities
About this property
Sprawling ranch pool house ( 3 bed, 2 bath, one car garage) in one of the best neighborhoods in Sarasota (please note, this house is in Granada Sarasota, NOT Longboat Key), 5 minutes from the gorgeous beaches of Siesta Key Beach and 7 minutes from downtown Sarasota as well as 5 minutes from the best ...
Property Type
Longboat Key House
Great location, beautiful neighborhood. The house is spacious, comfortable, kitchen has everything you need. The outdoor patio with a pergola and fan, surrounded and covered by a magnificent tropical jungle ...
2 BR | 2 BA | Sleeps 5 | Quick View
Distance to beach: 0.1 miles to 3355 Gulf of Mexico Drive
Key Amenities
About this property
Charming condo on Gulf of Mexico Drive, the beach access is across the street from our parking lot, literally steps away to the Gulf. Located in the "Dock on the Bay", we enjoy the benefits of a smaller association. The landscaping and property reflect what all of Florida once looked like. We ...
Property Type
Longboat Key Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sit back and relax and watch the Manatees in the canal outside your window for your 1st floor 1 bedroom condo at Whitney Beach on the north end of Longboat Key. The one bedroom condo is over sized and provides all you need for the perfect vacation.*** This property requires an rental application to ...
Property Type
Longboat Key Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 0.2 miles to Whitney Beach
Key Amenities
About this property
3 bedroom, 2 bath cottage close to Gulf and Bay Great 3 bedroom, 2 bath house with pool on the north end of Longboat Key. Longbeach Village is a neighborhood with 'Old Florida Charm' unlike most of LBK. You will be two houses from the bay (boat launch and pier), and 3 blocks from a fabulous stretch of ...
Property Type
Longboat Key House
Wonderful location in quiet neighbor. Walking distance beach and fishing pier. We enjoyed our stay!
2 BR | 1.5 BA | Sleeps 4 | Quick View
Key Amenities
About this property
***CANAL VIEW HOME/WALK TO THE BEACH/NEWLY FURNISHED***Dreamed of living on an island? Look no further! Nice and quiet residential street in beautiful Longboat Key. This 2 bedroom, 1.5 bathroom sits on a water canal. Newly furnished with a farmhouse coastal decor offering two bedrooms on the second ...
Property Type
Longboat Key Condo
We spent the holidays and January in this wonderful and well-appointed condo on LBK. Our daughter from St. Pete joined us for Christmas and a few other weekends. We couldn’t have been more comfortable. ...
1 BR | 1 BA | Sleeps 2 | Quick View
Distance to beach: 50 feet to Beach Access Directly Across the Street
Key Amenities
About this property
Come enjoy sunsets of the Gulf of Mexico's turquoise waters. Located directly across the street from one of the nicest secluded beach accesses in the area. This second floor unit is just steps across from a beautiful beach access on Longboat Key, Florida. Turnkey furnished 1 bedroom, 1 bathroom vacation ...
Property Type
Longboat Key Condo
This is a beautiful unit, and such a peaceful, perfect location. Short walk to the beach and short walk to grocery store . Very private! Denise is an amazing host and very accommodating! I would highly ...
Key Amenities
About this property
NEW LISTING! Newly remodeled charming 2 bed/ 1 bath condo 5 min walk from beach entrance and shops. Nestled in a quiet area, our place is perfect to relax and enjoy beach style leaving.Fully equipped kitchen with upgraded stainless steel appliances (dishwasher included) beautiful new quartz counter ...
Property Type
Longboat Key Villa
This is a darling condo, that looks exactly as it is pictured, with all the needed items for cooking and beaching and enjoying a a very relaxing vacation. August is not the best month in Florida but the ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
What's better than your own private paradise? Come and enjoy 'Fine Living' at its best in this beautiful, recently remodeled, canal front 3 bedroom/2 bathroom home with heated pool located within walking distance to the Longboat Key beaches. This modern, luxury property has all the amenities, including ...
Property Type
Longboat Key House
4 BR | 4 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Welcome to Peacock Paradise, a tropical oasis nestled within the historic Longbeach Village at the north end of Longboat Key. Perfectly situated between gulf and bay, enjoy a quick walk to the beach, bay, boat launch, and several amazing restaurants like Shore, Mar Vista, Whitney’s, and more. Make ...
Property Type
Longboat Key House
My family rented this property from NYE till the week following of 2023 and it was truly an amazing experience from start to finish (it was my me, my husband and our toddler daughter + small dog). The host ...
Key Amenities
About this property
Newly decorated and all new furnishings, beautiful unit, with stunning, really stunning views from every room. Wake up and watch the pelicans soar by and fish breaking water. Private, beautiful sandy beach with bathrooms, showers and tables. Kayak launch, clubhouse, two gorgeous pools, one right on the ...
Property Type
Longboat Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
SCHILLER - 2 Bedrooms, 2.0 Baths (Sleeps 4)Minimum 1 month lease. Please see COVID 19 AND STANDARD CANCELLATION POLICY BELOW - it is different from VRBO policy options as are payment options. Arrivals prior to 90 days are to be paid in fullCharming, waterfront Longboat Key surprise! This 2 bedroom ...
Property Type
Longboat Key House
3 BR | 2.5 BA | Sleeps 5 | Quick View
Key Amenities
About this property
This fabulous, 2000-square-foot, fourth story, corner, direct beachfront, condominium features spectacular views of the gulf and bay. Hear the waves from the master suite and enjoy a dinner on the screened lanai while viewing one of Longboat's incredible sunsets. Sip a morning coffee on the back lanai ...
Property Type
Longboat Key Condo
4 BR | 5 BA | Sleeps 8 | Quick View
Key Amenities
About this property
This home is located behind the coveted gates of the Longboat Key Club. This 4 bedroom home is only 150 yards away from the beach with access. The magnificent two-story-high volume ceilings in the formal living and dining areas offer natural light and vibrant green golf course views through glass sliders ...
Property Type
Longboat Key House
1001 Longboat Club Road is the perfect location within the gates of the Longboat Club Resort. We have rented this house 6 years in a row. The house is large, the pool is huge and the beach is a block away. ...
Key Amenities
About this property
Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in the quaint historic village of Longbeach on the northernmost end, is a lovely cottage steps from Sarasota Bay and 2 1/2 blocks from Gulf of Mexico with its own relaxing courtyard surrounded by beautiful lush tropical landscaping. ...
Property Type
Longboat Key House
Key Amenities
About this property
Custom designed waterfront home located on a deep wide canal in Sleepy Lagoon on north end of Longboat Key with access to the Intracoastal Waterway. This beautiful home has four bedrooms, each with their own private bathroom, plus a den and a half bath which has access to the large Heated swimming pool. ...
Property Type
Longboat Key House
This was the most amazing stay vacation I ever had my family was very comfortable all needed was on site all was very clean and easy to find. Shop's and beaches close by. I would highly recommend using ...
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Views from every window 2 Bedroom/2 Bathroom (no one living above) corner end unit with access to a rooftop deck directly above this sunny and bright unobstructed panoramic view of Sarasota Bay with deeded beach access to one of the most pristine stretches of pearly white Gulf of Mexico sand directly ...
Property Type
Longboat Key Condo
Key Amenities
About this property
This ground floor waterfront condo located in a gated community of Longboat Harbour and is one of Longboat Keys most desirable social communities. This one bedroom, one bathroom, first floor unit has walkout access to Sarasota Bay where you often see dolphins and manatees from your lanai. This unit is ...
Property Type
Longboat Key Condo
This was a perfectly cozy and comfortable January retreat. The unit delivered on everything promised and the condo complex amenities could be among the best that LB Key has to offer. Truly great access ...
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
Located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the southern ...
Property Type
Longboat Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Distance to beach: 200 yards to Private Deeded Beach Access
Key Amenities
About this property
*** CONTACT OWNER FOR CURRENT AVAILABILITY ***A lovely pet and family friendly private home, located on a private deep water canal with direct access to Sarasota Bay and only a short 3 minutes walk (200 meters) away from the quiet white sand beach perfect for morning beach-combing and end of day amazing ...
Property Type
Longboat Key House
We thoroughly enjoyed or stay. It is in a great location on a quiet street with a very short stroll to the beach. The house is clean, comfortable, and well stocked with all the essential items you need ...
3 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
SEASONAL/VACATION RENTAL! New Remodel completed August 2022! AVAILABLE September through spring 2023 Season. Take your next vacation in paradise and be the first to stay in this gorgeously renovated, modern condo! Club Longboat Luxury Condo community is a beach and tennis club with all facilities most ...
Property Type
Longboat Key Condo
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
*****The home is rented January, February and March of 2023***** Our home has everything needed for a wonderful Florida vacation! Located in Country Club Shores on the southern end of Longboat Key the beach is just a quick stroll away. This 3 bedroom 2 bath canal home with updated kitchen & baths, ...
Property Type
Longboat Key House
This home was absolutely beautiful. The decorations, cleanliness and amenities were above par. In the 8 years I have been coming to Longboat Key , this home was by far the best. I definitely will rent ...
3 BR | 2 BA | Sleeps 8 | Quick View
Key Amenities
About this property
Situated on Longboat Key, this secured and gated 1st floor condo boasts water views throughout, 2 spacious lanai, each with own walk-down steps to water and pool, across the street to private beach with cabanas, grills, restrooms, etc. Great room, fully equipped kitchen (including microwave, dishwasher, ...
Property Type
Longboat Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Welcome to Bayport Beach and Tennis Club!Bayport Beach and Tennis Club is a beach to bay tropical oasis situated on 27 lushly landscaped acres on Longboat Key, FL. The grounds are meticulously maintained and provide a tranquil and inviting atmosphere. Enjoy sunrises over the bay, sunsets on the ...
Property Type
Longboat Key Condo
The property owners are terrific. The apartment was impeccable and met all needs and beyond. Would definitely return
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Beautiful beachfront unit on the 3rd floor with lake view and Gulf views. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. Very popular unit. This unit has large beds in both bedrooms. Great for 2 couples. Kitchen recently remodeled and all new windows and doors. Updated photography ...
Property Type
Longboat Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Sought after beachfront unit on the 5th floor of building 9 and an end unit. 2 bedroom, 2 bath unit with stunning views and very well appointing furnishings.Beachplace is one of Longboat Key's premier vacation rental locations on the island!Amazing Gulf Views and private parking.This condo ...
Property Type
Longboat Key Condo
Key Amenities
About this property
We have a private laneway to our own piece of beautiful sugar sand, longboat key beach. We adjoin 35 acres of park and walk trails and bay lookouts nearby. EASY ACCESS VIA a new, fully enclosed ELEVATOR, beside the GARAGE TO ALL THE LIVING AREAS! Over an acre of lawns joining to 35 acres of park ...
Property Type
Longboat Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. The sunsets are breathtaking. You will love the beach views and fast Wi-Fi. This is a luxury rental. Condo has a single unit washer/dryer in one. There is a Islands West is the ideal ...
Property Type
Longboat Key Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
This 7th floor Islander Club condo was completely rebuilt in 2016 by the project of renowned Boston designer. Modern kitchen with stainless steel brand new appliances opens to spacious living room/dining area with oversized sofa and 55-inch HDTV. Master bedroom with king size bed offers beautiful view ...
Property Type
Longboat Key Apartment
Studio | 1 BA | Sleeps 2 | Quick View
Key Amenities
About this property
WALK 0.3 mi to Whitney Beach! Charmingly Renovated cottage nestled away on the back corner of large gated lot. Perfect for two lovebirds, & also sleeps two separately w/queen tempurpedic sofa (no mattress bars) & daybed for a friend! Every window is fully covered so you may enjoy sleeping! Pin-drop ...
Property Type
Longboat Key Cottage
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
**Welcome to our beachfront Longboat Key condo!If you’re looking for a special two-bedroom, two-bathroom retreat with beautiful waterfront gulf and sunset views, white sandy beach, palm trees and resort style community pool, this may be the place for you! We invite you to look at our photos ...
Property Type
Longboat Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Live life on the beach---Private parking included!Beachplace is one of Longboat Key's premier vacation rental locations on the island!With amazing direct Gulf-front views, this sophisticated and chic 4th floor condo with balcony has it all!This condo has modern updates throughout including ...
Property Type
Longboat Key Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
3 Bedroom 2 Baths and accommodates (6) (and a furry friend depending on breed) PLEASE SEE COVID 19 / STANDARD POLICIES BELOW - it is different from VRBO policy options as are payment options. Arrivals prior to 90 days are to be paid in full. Please note that the minimum lease period a month. due to City ...
Property Type
Longboat Key House
Key Amenities
About this property
Enjoy seeing sunrise from the lanai or on the dock, and also enjoy sunset on the beach, directly across the street. The unit is a nicely furnished, well stocked, 2 bedroom, 2 bath first floor unit with fantastic bayou views in the sought after Whitney Beach Community. The Whitney Beach community has ...
Property Type
Longboat Key Apartment
2 BR | 2 BA | Sleeps 6 | Quick View
Key Amenities
About this property
You will be captivated by the majestic ocean views the moment you step foot into the unit. Step out of this 1st floor unit and in just over 100 steps you be dipping your toes in the water. Whitney beach is pristine and private with wonderful people who own and rent. Enjoy the beachside pool and 4 ...
Property Type
Longboat Key Condo
Key Amenities
About this property
Welcome to Longboat Key - you've stumbled on a unique hidden gem tucked away on the upper Gulf Coast of Florida. Small, private, and quiet - the key vacation that really makes you get away from it all. Our condominium in Bayport Beach and Tennis Club is a beautiful private retreat with unobstructed ...
Property Type
Longboat Key Condo
1 BR | 2 BA | Sleeps 2 | Quick View
Key Amenities
About this property
This home located in the sought after Seaplace community has a very personal feel to it and has a balcony with a side view that highlights the Gulf of Mexico. This unit is perfect for a person or couple that wants to enjoy the beach and pool and stay in a friendly community. Master bedroom is spacious ...
Property Type
Longboat Key Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Key Amenities
About this property
Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. New owner has upgraded unit including tiling, furniture replacement, painting, new kitchen appliances, new linen, TV's and more. This condo also has new windows and ...
Property Type
Longboat Key Condo
