Short Term Rentals Sarasota, Longboat Key, Siesta Key Florida
Book Your Sarasota Florida Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your stay enjoyable.
We have partnered with a major provider for Vacation Rentals by Owner directly through Sarasota Vacation Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Rent in Sarasota Florida.
Sea Grape Inn #5- BEACHFRONT Property
Longboat Key Apartment 
5.0 Star Review
*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHVIEW Condo- 2nd Floor, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.
Beautifully remodeled and upgraded; .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Sea Grape Inn #4- BEACHFRONT Property
Longboat Key Apartment 4.7 Star Review
*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHVIEW Condo- 1st Floor, 2 BDRMS/2 BATH, Sleeps 4: 1-King Bed, 1-Queen.
A first floor 2 bedroom 2 bath condo that offers a view o.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Sea Grape Inn #7 - BEACHFRONT Property
Longboat Key Apartment 4.9 Star Review
*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHVIEW Condo- 2nd Floor, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 1-Queen Bed, 1-Sofa Sleeper
Situated in this idyllic resort compri.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Longboat key paradise townhome with an attached double deep garage.
Longboat Key Private vacation home 4.5 Star Review
This beautiful townhouse house built in the style of the west coast, has been furnished recently with skilful whimsical, bohemian style in the warm colors of pinks and blues. The house is spread over three levels on the first floor and will welcome you with beautiful and soft sofas (bed) positioned towards a veranda terrace directly overlooking th.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 7
Luxury Condo located on Beachfront Property
Longboat Key Condo
. The condo is situated in one of the most beautiful Beachfront Properties in Longboat Key. The lush landscape along with the ammenities that Beachplace has to offer makes you feel like you are staying in paradise........read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
LBK Getaway
Longboat Key Condo 5.0 Star Review
Welcome to Paradise at LBK Getaway! Great opportunity to stay at an exquisite 2-bedroom, 2-bathroom villa style home in the coveted north end of Longboat Key. Just feet away from the crystal blue gulf water and beautiful pristine sandy beaches. Spend the day catching a wide variety of fish on the fishing piers or building sand castles in the sand. .......read more
2 Bedroom(s)
4 Bath(s) Sleeps 5
May 2023 available. On the beach, Sun set and Sunrise view, Monthly rental
Longboat Key Condo 4.9 Star Review
The view is amazing! The condo overlooks the pristine white sand beach and has a beautiful Gulf view. This second floor gulf front condo has a heated pool and a tennis court. This remodeled condo is furnished to an exceptional contemporary standard, with travertine flooring throughout, new beds, furniture and appliances (bluetooth wireless Bose box.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Whitney Beach Gulfside With Balcony! 30 day lease but real occupancy negotiable.
Longboat Key Condo 5.0 Star Review
All the comforts of home in this one bedroom, one bathroom condo with killer views. Located on Whitney Beach, this condo is in a beautiful, quiet, and uncrowded area of Longboat Key located on the second level. The condo offers immaculately groomed grounds, pools, tennis courts, a barbecue area, and the use of a private dock the Bayside. Steps away.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Stunning 2 BR Condo views of the Gulf and Lake
Longboat Key Condo
Spacious 2 bedroom condo in Beachplace gated complex. King in Master bedroom. Come enjoy your time at the Beach. This is a great condo for you to call home for a month or more. Condo is meticulously clean and well cared for. Owners have upgraded the furnishings including large smart TV's One month Minimum.
The well-maintained and gor.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Spectacular 5-star Condo. Walk to beach & restaurants. Just remodeled.
Longboat Key Villa 5.0 Star Review
Newly remodeled charming 2 bed/ 1 bath condo located 5 min walk from beach, restaurants, groceries and more. Perfect place for a relaxing beach getaway!
Nestled in a quiet residential complex and centrally located in Longboat key, condo features a fully equipped renewed kitchen with upgraded brand-new stainless-steel appliances, new quartz .......read more
2 Bedroom(s)
1 Bath(s) Sleeps 4
Gulf Getaway with Porch + Direct Beach Access!
Longboat Key Condo 4.5 Star Review
Pack your sunscreen when you embrace a coastal retreat at this 1-bedroom, 1-bathroom vacation rental condo located in the Silver Sands Gulf Beach Resort. Boasting a fully equipped kitchen and nestled on the ground floor, this beach escape provides all of the essential comforts paired with convenience for a relaxing stay. Tee off at the green in the.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
1st Floor Home Away from Home - Steps to Beach - Pool
Longboat Key Condo 5.0 Star Review
A very warm welcome to your beautiful, home away from home on this Island Paradise!
This gorgeous location is truly one of the most relaxing places on the planet, and we know that you are just going to love it!
With views of the gorgeous Gulf of Mexico from the living areas, Master Bedroom and Lanai of our fabulous first floor apartm.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Bikini Bottom Cottage in the historic village of Longboat Key
Longboat key Cottage 5.0 Star Review
The Bikini bottom Cottage is on an alley way that lead directly to the kayak and boat launch. Walk down to view the sunrise coffee in hand with the Sailboat moorings and end your day at The Mar Vista restaurant. Make sure you walk out on the dock and look in the water around the sunken lights.
Across from The Village is the white sandy beac.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
A Beach Front Cottage: Beautiful & Private: Weekly or Monthly.
Longboat Key Cottage 4.6 Star Review
Beachfront cottage that is located directly on the Gulf of Mexico and the only thing that is between you and your beach front cottage, are sea oats, palm trees and sand dunes. We are a premier and private beach holiday spot. The property is secluded and private and you are assured a hassle free beach front holiday.
The cottage has a full kit.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
Updated Beach Style Condo at Sand Cay with Great Ocean Views.
Longboat Key Condo 4.8 Star Review
Our condo has everything you will need for a relaxing vacation on the beach.
The island of Longboat Key...
... is one of the most beautiful places in Florida. Longboat was voted the second most favored island in North America, according to a survey by a nationally recognized travel magazine. Daytime excursions are numerous, so that you.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Million Dollar View!
Longboat Key Condo 5.0 Star Review
Enjoy what I call my ‘Million Dollar View’ of the turquoise Gulf of Mexico ocean and sugar white sand from this amazing BEACHFRONT condo. This second story condo is located in the Longbeach complex on the north end of Longboat Key and is located in one of the buildings closest to the beach. (you must be OK with stairs to enter) Live serenely in.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
2 bedroom beachfront condo by FVC
Longboat Key Condo 4.8 Star Review
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area.
This deluxe unit features almost 1700 sq ft with a 52’ long, beachfront lanai. The oversized living and dining area and both bedrooms open to the lanai. There is a fully equipped kitchen with micr.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Beautiful Longboat Key Condo Surrounded by Ocean
Longboat Key Condo
Immerse yourself in this beautiful 2 bedroom, 2 bathroom condo just steps away from one of the most beautiful beaches in Florida. Fully furnished and tastefully decorated, this slice of paradise will make you feel right at home on Longboat Key. The original artwork that adorns the walls of this vacation home - created by recognized painters, LED-li.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Florida's Longboat Key Paradise
Longboat Key Hotel resort 5.0 Star Review
MINIMUM RENTAL ONE WEEK:
MARCH 9, 2024- MARCH 16, 2024
MARCH 16, 2024-MARCH 23, 2024
The Veranda Beach Club on Longboat Key offers an unparalleled location right along the Gulf of Mexico's shores. Your arrival promises warm hospitality, engaging activities, and a laid-back island atmosphere.
This five-story elevator buil.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Beautiful Studio apartment (426643) by Houzlet
Longboat Key Apartment
This is a boat slip. at Harbour Villa Club. Direct access to ICW and Gulf . Up 55 ft LOA. Water included One free month of rent For a six month or longer lease signed between Houzlet publishes listings on Vrbo; which in turn, allows tenants to instantly rent seasonal rentals. Houzlet’s properties are managed by licensed real estate agents. Althou.......read more
Studio
1 Bath(s) Sleeps 2
PARADISE FOUND#PEACEFUL & ELEGANT UPDATED#CANAL HOME#WALK TO BEACH#NEWER BIKES
Longboat Key Private vacation home 5.0 Star Review
THIS PROPERTY HAS BEEN INSPECTED BY AND REGISTERED WITH THE TOWN OF LONGBOAT KEY RRR# 00134.2023
*****ONLY ONE RENTAL PER MONTH, SO BOOK FAST TO SECURE YOUR SPOT****PLEASE PROVIDE DETAILED DESCRIPTION OF TRAVELERS WHEN REQUESTING A BOOKING ****
The Pineapple Cottage is a special oasis of tranquility and comfort. Surrounded by the pa.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
Gorgeous condo on the beautiful Longboat Key beach
Longboat Key Condo 4.9 Star Review
Two minute walk to Private Gulf Beach access, no need to cross the street.
This charming unit is the only 2 bedroom ground floor unit in Cabana Beach Club, a secluded, tropical, boutique resort that has all of the amenities for a Romantic Getaway or Family Vacation.
The private patio has an umbrella table and chairs for comfortable o.......read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Longboat Key Condo 4.8 Star Review
Welcome to our Ground floor BEACHFRONT condo unit #119 at the beautiful Sand Cay Beach Resort on Longboat Key!
Magnificent renovated (January 2022) condo with an open 1,132 sq. ft. floor plan, 2 bedrooms, 2 full bathrooms, full kitchen, a large living and dining room as well as a separate sitting room with a queen sleeper sofa. Condo sleeps .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Welcome to your Beach Front Dream Condo!! LBKTP102
Longboat Key Condo
BOOK NOW! AVAILABLE FOR DECEMBER 2023 FOR $ 8500 PER MONTH AND JANUARY 2024 FOR $8500 PER MONTH! Gulf Front Longboat Key Vacation Rental! 2 bedrooms, 2 baths, over 1300 square feet under air, walk right out to the beach from this elegant, yet comfortable home. You will love this updated condo and the coastal inspired decor, it's sure to become your.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Peaceful Longboat Key Canal Home
Longboat Key Private vacation home 4.0 Star Review
Enjoy the complete island experience in this 2-story two bedroom, one and a half bath, canal front condo, with boat docking. The kitchen and bathrooms were fully remodeled in 2023! We're located on a quiet street in close proximity to Sarasota Bay, with direct bay access, and next to Joan Durante Park with 32 acres of trails, boardwalks and preserv.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Fall dates available! Call for your getaway.
Longboat Key Condo 4.0 Star Review
• Carefree check-in, go straight to your unit no office visit required.
• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.
• Comfortable living room area
• Washer and Dryer Conveniently located in unit.
• Master bedroom with a king size bed and beautiful view of the bay!
• Spacious .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
LUXURY VACATION HOME--6 BDRM w 8 BEDS--Steps Away to Private Beach--PET FRIENDLY
Longboat Key Private vacation home
Embrace yourself with pure luxury and privacy, surrounded by lush landscaping and steps from the gorgeous Gulf of Mexico waters! This vacation home is over 4,300 square feet and is perfect for families and executive retreats providing flexibility and privacy for all guests. 4 of the 6 bedrooms have an ensuite. This home provides multiple areas .......read more
6 Bedroom(s)
6 Bath(s) Sleeps 10
BEAUTIFUL VIEWS OF THE BAY! THIS IS AN AMAZING 2/2! December dates still available!
Longboat Key Condo 5.0 Star Review
Want a beautiful view of the Sarasota Bay from a luxury condo on Longboat Key? This two bedroom second Floor unit with Tommy Bahama Inspired Décor is perfect for a peaceful getaway. This condo is perfect for couples or small families looking to get away from it all.
We hope you have the opportunity to enjoy some of the unique features of this b.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Silver Sands, Oceanfront - Gulf Beach Resort
Longboat Key Condo
55 steps away from the Gulf of Mexico Beach! Beautiful beach with the most amazing sunsets. Family friendly resort with super friendly staff. Plenty of lounge chairs and sun umbrellas, just bring your bathing suit and sunscreen. Special amenities include Pool, shuffle board and miniature golf course........read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Gorgeous Beachside Condo in superior Longboat Location
Longboat Key Condo
Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse condo located on the 15th floor of Islands West Complex. You will love the beach views and fast Wi-Fi. Master bedroom with King bed has amazing views of the Bay and the Sarasota Downtown Skyline . The second bedroom has a double b.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Luxury 4 brm home by FVC
Longboat Key Private vacation home
Welcome to one of the most picturesque views on Longboat Key. Elegance, privacy and nature abound in this stunning Longboat Key waterfront home that is professionally managed by Florida Vacation Connection. Nestled on half an acre at the bay end of one of Longboat Estates' canals, The Dolphin House, designed by local architect Las Casitas in 2003.......read more
4 Bedroom(s)
5 Bath(s) Sleeps 10
Gulf Beach Resort - A
Longboat Key Private vacation home
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary ch.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Gulf Beach Resort - B
Longboat Key Private vacation home
Unit Features: 1-bedroom, 1-bathroom unit in the Orange Building Layout Note: Please note, the front door to unit 245 opens into a bedroom space before proceeding into the living areas. We kindly ask guests to take this layout feature into consideration when making their travel selections. View: Pool/Gulf View Bedding: 1 King, Sleeper Sofa Resort F.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 3
Longboat Key Club!! Direct Beachfront!!
Longboat Key Condo 4.7 Star Review
Enjoy your morning coffee on your spacious, open-air, Gulf view Balcony overlooking your included beach and swimming pool facilities at the Exclusive Resort at Longboat Key Club. This booking does not include use of private club facilities such as golf and tennis or restaurants, etc.. Condo has a maximum occupancy of five people, to include maxim.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open layout, grill, wifi !
Longboat Key Private vacation home
The spacious bedroom has a larger screen TV and a ceiling fan. Full size washer and dryer in the property , makes longer stays convenient.
SLEEPING ARRANGEMENTS (sleeps 6):
Main bedroom
- 2 Queen beds
- Night stand with reading lamp
- Dresser with smart TV
- Full bathroom with walk-in shower
2 Bedroom(s)
1 Bath(s) Sleeps 6
Canal front cottage, walking distance to sandy Gulf
Longboat Key Private vacation home 5.0 Star Review
Comforts of home with a fully equipped kitchen and washer/dryer. New queen and XL twin beds. Bedding and sheets supplied. Enjoy local restaurants, white sand beaches and fish the canal, bay or Gulf........read more
2 Bedroom(s)
1 Bath(s) Sleeps 6
Unit #207 Sand Cay Beach Resort Pool and Garden View
Longboat Key Condo 4.4 Star Review
Second floor,.. It's very cozy with all the comforts of home. This renovated unit has an updated kitchen and baths with new ceramic tile. New furniture through out with a flat screen television. Complete beach supplies, toys and umbrellas. Unit sleeps a max of 6 people: 1 queen, 2 twins, 1 sleeper sofa.
Quaint, quiet, and the quality of a bo.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
FANTASTIC COTTAGE ON LONG BOAT KEY FLORIDA...WEEK OF March 30- April 6 2024
LongBoat Key Cottage 5.0 Star Review
WE ARE RENTING A FANTASTIC KEYWEST STYLE COTTAGE ON THE BEACH OF LONGBOAT KEY FLORIDA JUST STEPS TO THE SANDY BEACH OF THE GOLF OF MEXICO. PERFECT FOR SWIMMING, STROLLING ALONG THE BEACH AND WATCHING THE SUNSET, BUILD SAND CASTLES. IT HAS 3 BEDROOMS, A SOFA BED , 2 BATHS, A LIVING ROOM, DINING ROOM, FULLY EQUIPPED KITCHEN AND A FRONT PORCH WITH RO.......read more
3 Bedroom(s)
2 Bath(s) Sleeps 8
Hidden Bay/Beach Paradise
Longboat Key Private vacation home 4.9 Star Review
Come stay for a month and discover this Hidden Beach/Bay 4 Bedroom Gem and enjoy all the amenities in your home away from home. Feed your outdoor appetite and enjoy the beautiful weather in this magnificently manicured tropical oasis. These spacious grounds are situated on 1.8 acres of land that also features a private, full-size, fenced tennis / P.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 8
Waterfront condo with Gulf views, pool, tennis, & deeded beach access
Longboat Key Condo
Whitney Beach 149
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Open up the double glass sliders to feel the balmy bay breezes while watching manatees in the canal at this relaxing Whitney Beach retreat. Situated on the north end of Longboat Key.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Tasteful 2brm Beachfront luxury
Longboat Key Condo 4.8 Star Review
FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large living area. Living, dining, and bedrooms open to balcony. Designer kitchen with Thermador appliances, dolomite marble backsplash, waterfall dining table, white quartz countertops, and acacia wood paneling. King in Master, dressing area, .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Bird's eye beach view by FVC
Longboat Key Condo 4.9 Star Review
Offered by FL Vacation Connection, this island getaway is located on the southern tip of Longboat Key with beautiful beach views and pool area. Located on the 10th floor, you will enjoy gorgeous views in this beachfront property. The living and dining area and both bedrooms open to the lanai plus you have a full kitchen. Both full bathrooms offer .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Unit #212 Sand Cay Beach Resort Pool and Garden View
Longboat Key Condo 4.7 Star Review
Tastefully renovated, non-smoking, second floor unit. New updates every year. Light and bright with all the comforts of home! Lovely furnishings. Fully equipped new kitchen. Italian style tiles throughout the unit. Tempur-pedic mattress in master bedroom and walk-in shower. Amenities include: three HD (1080) LCD televisions in all rooms, DVD Stereo.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Unit #211 Sand Cay Beach Resort Pool and Garden View
Longboat Key Condo 4.9 Star Review
Beautiful 2 bedroom 2 bath condo on the 2nd floor featuring over 1200 sq. with a beach theme. This unit was recently remodeled with new paint, new floors, appliances and granite counter tops in the kitchen and bathrooms. New furniture throughout. Master bedroom is spacious with a comfortable king size bed and en suite with a large tv. Guest bed.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Amazing 2/2 Condo LBK w/ Spectacular Bay Views!
Longboat Key Condo 4.8 Star Review
Located on the famous Longboat Key, it offers a unique experience with a 180 degree Sarasota Bay view.
Located on Dream Island Rd, this beautiful condo is 1,293 sq ft with 2 bedrooms and 2 bathrooms, on the 2nd floor with an elevator.
It's in the Harbor Villa Club community which is quiet with many available amenities: large heated communal .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
PENTHOUSE w/full ocean & bay views from every room
Longboat Key Condo 5.0 Star Review
WELCOME TO Longboat Key, Florida!
Our beautiful PENTHOUSE UNIT at BEACHPLACE, named “Bird’s Eye View”, has a breathtaking full view of the Gulf of Mexico from the master bedroom, living room, kitchen and dining room. The guest room and kitchen look out over Sarasota Bay. The unit was purchased from an original owner and on the market .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
Longboat Key Condo 4.8 Star Review
*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
This complex is a two-story building with only 14 condos, beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures of the beach and Ocean are taken from the condo, so what you see is what you get, direct beautiful Ocean views.
The ground floor stud.......read more
Studio
1 Bath(s) Sleeps 3
Beachcomber unit 205
Longboat Key Condo 5.0 Star Review
Our building is located on the beach, this unit has an ISLAND view.
Beautifully renovated 1 bedroom, 1 bathroom condominium overlooking the island toward Sarasota Bay. Owner has renovated this condo with the highest quality materials including Starmark Cabinetry, Cambria Quartz kitchen countertops, Grohe fixtures, Kohler shower doors and s.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
Modern Bayfront Retreat with boat dock and short walk to Beach
Longboat Key Private vacation home 5.0 Star Review
This lovely 3 bedroom, 3 bath home waterfront hideaway will take you to another place and time. This treetop house is tucked away in lush native landscaping perched on the water's edge looking out at Longboat Pass. It is the perfect retreat for a couple with small family or three couples. It has a modern, open Scandinavian style floor plan with li.......read more
3 Bedroom(s)
3 Bath(s) Sleeps 6
Sea Grape Inn #1- BEACHFRONT Property
Longboat Key Apartment 4.9 Star Review
*Need to stay less than the minimum required nights? Please call the office at 941-383-2105. Also, Returning Guests or those requesting a 4 week stay or longer, please call the office for a promo code discount.*
BEACHFRONT Condo- 1st Floor, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper.
Updated stunning BEACHFRONT condo, .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Float Above The Waves In Paradise - Beach Front, 2 Bed, 2 Bath
Longboat Key Condo 4.7 Star Review
We have two units in this condo building. One on the 2nd floor and one on the 7th. Both with magnificent Gulf of Mexico views.
Please DO NOT try to book this property initially as there is an approval process including a background check which can take about a week. Simply "Ask Owner A Question" first, then once approved we can go to the.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
Gulf Front 1 BR with Great Room Awesome View End Unit 227 with 42' TV
Longboat Key Condo 4.8 Star Review
Spend some time in paradise! Relax in a comfortable Laz Boy Recliner overlooking the Gulf. Enjoy breakfast while watching the dolphins play. Come see picturesque sunsets that seem surreal. Newly remodeled beach front two story condo offers an awesome full gulf view with private terrace. This one bedroom, KING size bed(amazing mattress), one bath.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 6
On the beach! Contemporary condo, 2 BR/BA, heated pool, tennis
Longboat Key Condo 4.9 Star Review
This large and airy 2 bedroom condo is right on the beach. It is a corner unit on the ground floor and it is very private and peaceful. No stairs - just step right outside. The ideal spot for a relaxing getaway and memorable sunsets.
This easy access ground floor unit offers two-bedrooms, two-bathrooms, a spacious living room, a full-size k.......read more
2 Bedroom(s)
2 Bath(s) Sleeps 6
1 Bedroom Single_family (94553) by Houzlet
Longboat Key Apartment
Historical neighborhood. Open loft-like space features newly remodeled kitchen/bath, brand new designer queen tempurpedic sofa bed (no bar in mattress) and two twins in a daybed. Walk in closet with shelving. Light and bright w windows thru-out! Brand new front yard and landscaping. This is a nice, quiet, fully furnished guest house with wifi, bran.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 2
Luxurious Beachfront Suite by FVC
Longboat Key Apartment 4.7 Star Review
Offered by Florida Vacation Connection, enjoy this spacious 650 square feet beachfront Club Suite. This perfect island getaway is located behind the gates on the prestigious southern tip of Longboat. The dressing area is updated with blue Brazilian granite counters resembling the blue Gulf waters and the bathroom with Italian porcelain tile and an.......read more
Studio
1 Bath(s) Sleeps 2
Boaters dream! Deep water canal on Buttonwood Harbour LBK
Longboat Key Private vacation home
PLEASE SEE COVID 19 AND 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 Code restrictions. We are not able to make an exception.Welcome to peaceful Buttonwood Harbour, composed of 50 homes in .......read more
3 Bedroom(s)
2 Bath(s) Sleeps 6
2 Bedroom Condo (20868) by Houzlet
Longboat Key Condo
ABSOLUTELY GORGEOUS INSIDE! Bayport Beach and Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy .......read more
2 Bedroom(s)
2 Bath(s) Sleeps 4
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
Longboat Key Private vacation home 4.9 Star Review
Set on 2 acres of land on a 38 acre private island, this award winning home will provide an island vacation experience for you and your family like no other.
The house has 4 bedrooms and 4 bathrooms and an outdoor shower. All rooms view out over the azure waters of Longboat Pass, with 300 feet of beachfront, palm trees, shaded hammocks, an.......read more
4 Bedroom(s)
4 Bath(s) Sleeps 10
Not Currently Available
Longboat Key Hotel resort
Four Winds Beach Resort is located on Longboat Key Island, just off the shores of Sarasota, Florida. Come enjoy the sandy beach and beautiful sunsets right out your front door.
Four Winds Resort offers heated swimming pool, hot tub, tennis courts, bbq grill, and miles of a sandy beach.
One bedroom is fully furnished and includes a fu.......read more
1 Bedroom(s)
1 Bath(s) Sleeps 4
*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
Longboat Key Condo 5.0 Star Review
*** OCEAN FRONT STUDIO SPECIAL *** FROM $99/NIGHT
.
This complex is a two-story building with only 14 condos, beautifully landscaped, with sophisticated charm and a casual beach atmosphere. The pictures of the beach and Ocean are taken from the condo, so what you see is what you get, direct beautiful Ocean views.
The ground floor studio f.......read more
Studio
1 Bath(s) Sleeps 3