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apartments with pool
Last updated January 21 at 12:52 AM

200 Apartments for rent in Longboat Key, FL with Pools

Finding apartments with a pool in Longboat Key means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before s... Read Guide >
4410 Exeter Drive Photo Gallery 1
1 of 28
1 Unit Available
4410 Exeter Drive
4410 Exeter Drive, Longboat Key, FL 34228
2 Bedrooms
$4,200
992 sqft
Last updated January 21 at 12:52 AM
**NOT AVAIALBLE UNTIL 2023!** SPECTACULAR VIEWS of Sarasota Bay! This 2 Bed/2 Bath, 2nd floor condo is turnkey furnished and is a short term rental only. The living/dining room adjoins the waterfront lanai and also has wonderful water views. The light & bright kitchen has ample cabinets and counter space, generously sized en-suite master bedroom. Master bathroom offers stand up shower while guest bathroom has tub/shower combo. King bed in master bedroom, queen and twin bed in guest room. Over sized, glassed lanai looks out onto the Bay. Imagine relaxing on your lanai while manatees play right outside, boats bob in the water and Osprey dive from incredible heights. This very popular community also has a private Beach Pavilion right on the Gulf that includes showers/restrooms/picnic tables/beach chair storage, a renovated clubhouse with kitchen and billiard/game room plus fitness center, kayak launch/storage, 4 heated pools, tennis, fishing pier, library, wood shop, art studio, and putting green. Building offers elevator and coin operated washers & dryers. No pets allowed. THREE MONTH MINIMUM RESERVATION. RENT PRICES: JANUARY - APRIL: $4,200MO., MAY - SEPTEMBER: $2,200 MO., OCTOBER - DECEMBER: $3,000 MO.
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3804 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 48
1 Unit Available
3804 GULF OF MEXICO DRIVE
3804 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$5,000
1175 sqft
Last updated January 21 at 12:52 AM
LONGBOAT KEY...Lovely 2 bedroom 2 bath penthouse located on the top floor in Building B directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile and marble. Split floor plan, master suite with a king size bed and the guest room can be used as an office, den or bedroom with its king size murphy bed and a private ensuite bath. Spacious, open, light and bright. Very well maintained GULF TO BAY complex with lush landscaping, large heated pool, clubhouse, marina, fishing pier, kayak and bike storage, fitness center, all for your enjoyment and covered parking. SARASOTA, VACATION RENTALS, LUXURY, GULF OF MEXICO.
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572 SCHOONER LANE Photo Gallery 1
1 of 57
1 Unit Available
572 SCHOONER LANE
572 Schooner Lane, Longboat Key, FL 34228
3 Bedrooms
$9,000
3221 sqft
Last updated January 21 at 12:52 AM
BOOKED UNTIL 5/1/2022!! PLEASE NOTE THAT BOAT LIFE IS INOPERABLE. Welcome to Bliss and Luxury in Longboat Key! No matter your needs, this exquisitely fully furnished 3BR/3BA with a Den private home will fit them. Step inside to a sundrenched, spacious open floor plan with immediate views of the sparkling pool and Sarasota Bay. On the first floor you’ll find an inviting family room open to the kitchen and formal dining room. This kitchen is a cook’s dream, well laid out with views of the Bay from the windows and plenty of light from the skylights. A separate wet bar with wine cooler and additional dining space is perfect for entertaining. Laundry room with full sized washer and dryer is off the kitchen. Two expansive rooms are situated between a large bathroom with walk in shower, excellent for guests. Another possible 3rd bedroom by the front door is currently being used as a den with a pull out sleeper sofa. As you travel up the beautiful staircase you’ll find a massive tranquil, private owner’s suite with floor to ceiling windows. A cozy reading nook is tucked to the side and outside you’ll have a secluded deck with retractable awning and stunning views of Sarasota Bay. A master bathroom with duel sinks, walk in shower and claw foot tub finishes off your suite. The backyard is Florida Living at its finest! The enclosed lanai houses a large, heated salt water swimming pool with views of the water. A BBQ grill is available for use. From the lanai is a full 3rd bathroom for easy rising off after a day of fun. Kindly note boat dock is inoperable. Fully stocked with linens, towels, serving ware and everything else required for a relaxing, tropical getaway. Located on the south end of Longboat Key in the beautiful neighborhood of Country Club Shores extremely close to the famous St. Armand’s Circle which has endless options for dining, entertainment and shopping. Numerous gorgeous beaches to choose from, many just a short walk away. Boat dock can manage a boat that is up to 10,000 pounds or 9 feet. Jan, Feb, Mar and April is $14500/monthly, May through December $9000.00/month, Utilities are included with a $100.00 cap on electric (tenant is responsible for overage). Security deposit is $3,000.00. Pets are Welcomed with a $250.00 non-refundable pet deposit.
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4540 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 43
1 Unit Available
4540 GULF OF MEXICO DRIVE
4540 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$6,000
1312 sqft
Last updated January 21 at 12:52 AM
Rarely available tranquil 2 bed/2 bath corner unit condo with full bay views at desirable Windward Bay! This light and bright condo is the perfect place to spend your season in the sun in a quiet community directly across the street from the sparkling Gulf of Mexico waters and white sandy beaches of Longboat Key. Walk or bike along the winding estuary trails along the bay! Bring your kayak and launch from the community dock! Windward Bay is perfect for those seeking an active lifestyle. Amenities include two marinas, kayak storage, walking and bike trails, two tennis courts, fitness center, two heated pools, saunas, and direct Bay access. Centrally located to the beach access, restaurants, shops of St. Armand’s Circle and downtown Sarasota. Just a short ride over the bridge in the other direction to explore Anna Maria Island.
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620 BUTTONWOOD DRIVE Photo Gallery 1
1 of 72
1 Unit Available
620 BUTTONWOOD DRIVE
620 Buttonwood Drive, Longboat Key, FL 34228
3 Bedrooms
$15,000
2405 sqft
Last updated January 21 at 12:52 AM
One or more photo(s) has been virtually staged. LONGBOAT KEY SARASOTA This beautifully remodeled home is light and bright with a spacious OPEN spit floor plan. Located in the tree lined island neighborhood of Buttonwood Harbour. A Wonderful floor plan with huge double sized Master suite and a second Master Suite both with King bed, pool access and views. Master Double Suite has a Bathroom with a walk in shower and jetted bath tub. Custom remodeled Kitchen well equipped with everything you will need. Well furnished outdoor pool deck with Fire Pit Table, barbecue, umbrellas, and comfy lounge chairs. Expanded back yard has full size sand Volley Ball Court to enjoy. Walk or bike across Gulf of Mexico Dr. to the Longboat Key Beach and take a swim in the Gulf of Mexico waters. Located very close to the shopping center with Publix grocery, restaurants, pharmacy, library, and shops. LBK Public Tennis Courts not far from the home. Minutes to famous ST Armand's Circle. Buttonwood Drive is a very tropical canopy tree lined street. Very secluded and private yet close to so many amenities. Open for High Season Reservation Three Month or Longer Stay at $16,000 month December 2021 through April 2022
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2109 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 25
1 Unit Available
2109 GULF OF MEXICO DRIVE
2109 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$6,500
1273 sqft
Last updated January 21 at 12:52 AM
LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center in the living room with a flat screen TV. King bed in the master and twin beds in the guest room. Lovely view of the Gulf of Mexico and the pool. Capture beautiful sunsets every night from the balcony. This unit is equipped with everything you will need so you can vacation with ease. Enjoy shopping on St. Armands Circle, downtown Sarasota or on the key. South end of Longboat Key makes for easy access anywhere you want to go. Plenty of restaurants to choose from, from the key to downtown Sarasota. VACATION, LUXURY, GULF OF MEXICO, SARASOTA FL. RENTALS.
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1925 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 44
1 Unit Available
1925 GULF OF MEXICO DRIVE
1925 Gulf of Mexico Drive, Longboat Key, FL 34228
3 Bedrooms
$8,000
2698 sqft
Last updated January 21 at 12:52 AM
LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Master Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle and Downtown Sarasota. The SEAPLACE community features include half mile of beach front, two large swimming pools,two spas, three Har-Tru Tennis courts, clubhouse, fitness center, barbecue grills, and a one mile walking trail. Two month minimum stay requirement.
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2045 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 25
1 Unit Available
2045 GULF OF MEXICO DRIVE
2045 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$5,000
928 sqft
Last updated January 21 at 12:52 AM
Seaplace is a wonderful, friendly communtiy with lots of activities. This two bedroom, two bath condo is very nicely appointed and is equipped with everything you will need during your stay. There are two pools right on the ocean front, a large, relaxing clubhouse with WIFI. Stroll the beautiful sand on the beach for sunrise and enjoy the evening sunsets. A full open view of the Gulf of Mexico. Great restaurants abound as well as proximity to St Armands Cr for shopping and, numerous craft and art fairs! Short drive to downtown Sarasota and our renowned theatre district. Longboat Key for a delightful vacation. GULF OF MEXICO, LONGBOAT KEY, LUXURY, VACATION RENTAL, SARASOTA.
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3240 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 28
1 Unit Available
3240 GULF OF MEXICO DRIVE
3240 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$3,000
1505 sqft
Last updated January 21 at 12:52 AM
MONTHLY/SEASONAL RENTAL! Welcome to Paradise. This very comfortable and spacious 3rd floor, 1500 sqft 2 bed/2 bath turnkey furnished condo and has 3 different water views. Master bedroom has King size bed & second bedroom has twin beds. The casual beach condo sleeps 6, and features a fold out sectional sofa, washer/dryer, granite counters, and 2 enclosed lanais. Amenities including all utilities are, basic cable, WiFi, heated pool, canoe/kayak launch, fishing pier, tennis/pickleball court, outdoor grills, updated club room with kitchen. Portobello is a friendly condo complex, close to everything, with access to the bay and its own private beach. This is a place you will love to return to every year. ***Condo is booked for season 2022. Sorry No Pets.
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3235 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 21
1 Unit Available
3235 GULF OF MEXICO DRIVE
3235 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$6,800
1260 sqft
Last updated January 21 at 12:52 AM
Stunning Portobello Vacation 2/2 Condo on Longboat Key. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and sliding glass doors, new laminate flooring and carpet, new kitchen appliances, three flat screen TVs with HD boxes and HD Extreme channel lineup, king size Master bed and guest bedroom provides two double beds, in unit washer and dryer for convenience. One assigned parking space and guest parking available for second car. WiFi and cable package are provided. Heated swimming pool, tennis court and boat dock located conveniently across the street on the bayside of the complex. Only 1/2 mile to Publix shopping and dining center and approximately 5 miles from fabulous St. Armand's Circle. Minimum one-month rental required. Sorry no pets permitted (no exceptions). Property has been rented Jan-Apr 2022 and is not available. No smoking permitted. Off Season ($4600). 12% sales and tourism taxes apply for any rental less than 6 months. Property has been rented Jan-Apr 2022 and is not available.
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833 BAYPORT WAY Photo Gallery 1
1 of 52
1 Unit Available
833 BAYPORT WAY
833 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$7,000
1456 sqft
Last updated January 21 at 12:52 AM
WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit features two interior patios with serene canopy garden views. This amenity-rich community at sea’s edge is situated in the middle of Longboat Key and features 27 picturesque acres of well maintained gardens. Bayport is bordered by the Gulf of Mexico to the west with 1200 feet of private Gulf beach with deeded access, and Sarasota Bay to the east. Enjoy an active island lifestyle with 4 HarTru tennis courts (best on the Key), a Jr Olympic sized pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The clubhouse, with fitness center and full kitchen, hosts a number of social activities. A 2-minute walk to the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets.
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517 BAYPORT WAY Photo Gallery 1
1 of 54
1 Unit Available
517 BAYPORT WAY
517 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$7,000
1260 sqft
Last updated January 21 at 12:52 AM
Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness center and fishing pier on the bay. The grounds of this community resemble the botanical gardens. Just walk across the street to the Gulf of Mexico pristine Longboat Key Beach.
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827 BAYPORT WAY Photo Gallery 1
1 of 52
1 Unit Available
827 BAYPORT WAY
827 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$4,500
1260 sqft
Last updated January 21 at 12:52 AM
BEAUTIFULLY PRESENTED, this newly renovated 2 bedroom, 2 bathroom first level, END UNIT, features an open concept design with split bedrooms. The unit is tastefully decorated in a soft palette which contributes to an atmosphere of comfort and relaxation. Bayport is an award-winning community situated in the heart of Longboat Key. A residential enclave of 136 quality-constructed homes on 27 lush acres of impeccably maintained grounds. Enter along the winding drive past a pond with fountain, through botanical gardens and banyan trees to this Gulf side residence. Enjoy an active island lifestyle with 4 HarTru tennis courts, heated Jr Olympic sized pool, private fishing pier, kayak facilities, bocce court and shelled nature trails. The spacious clubhouse, with library, fitness room and full kitchen hosts numerous social activities. Access to the PRIVATE uncrowded Gulf beach is a breeze for daily walks that can be both restorative and healing. Minutes to Publix, St Armand's as well as the area's finest restaurants. Within easy walking distance is the Bayfront Park with dog park, pickleball, tennis, yoga and play area. We look forward to welcoming you.
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706 BAYPORT WAY Photo Gallery 1
1 of 56
1 Unit Available
706 BAYPORT WAY
706 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$7,000
1601 sqft
Last updated January 21 at 12:52 AM
This beautiful 2 bedroom/2 bath split and open floor plan condo is spacious and bright. The kitchen featuring a built-in desk and granite counters has been opened to the dining/living room area with views of the pond, fountain and lush tropical landscaping. A stackable washer/dryer in closet for your convenience. Lanai enclosed with tropical views. Bayport Beach and Tennis Club is bordered by the Gulf of Mexico to the West with 1200 feet of private beach and Sarasota Bay to the East. This resort community is situated in the heart of Longboat Key. A popular residential enclave of 136 quality-constructed homes on 27 picturesque acres. Residents enjoy a heated, Jr Olympic sized pool. fishing pier, steps to a private Gulf beach, kayak launch and storage, 4 Har-Tru tennis courts, golf practice net, bocce court, social room with full kitchen, library, piano, fitness center, shelled nature walking paths, tropical gardens and a number of social activities. Shopping, Restaurants and the Arts are located within minutes including St Armand’s Circle, Downtown Sarasota & Anna Maria to name a few. Golf, Marina and Restaurants at the Longboat Key Club. A “PET” friendly community and on-site management team.
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720 BAYPORT WAY Photo Gallery 1
1 of 59
1 Unit Available
720 BAYPORT WAY
720 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$4,800
1260 sqft
Last updated January 21 at 12:52 AM
Bright and Spacious! This lovely 2 bedroom, 2 bath furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated with a built in vanity, double sinks and his & her closets with access to a private screened in patio with a gulf view. Additionally there is a large private deck for sunbathing, reading, relaxing or enjoying an outdoor BBQ! Bayport Beach and tennis Club is directly across from the sandy beach of the Gulf of Mexico with 1200 feet of private beach. Amenities include (4) Har-tru Tennis Courts, one of the largest swimming pools on the island a clubhouse with kitchen facilities for private parties and social functions, fitness center, a fishing pier on the bay, a kayak launch and a nature path, all on 27 lushly landscaped acres. NOW AVAILABLE - MAY - DECEMBER 2022
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511 BAYPORT WAY Photo Gallery 1
1 of 55
1 Unit Available
511 BAYPORT WAY
511 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$8,000
1601 sqft
Last updated January 21 at 12:52 AM
SPECTACULAR VIEWS! This beautifully remodeled two bedroom, two bathroom condo has an open concept floor plan which features an expansive Living/Dining/Kitchen combo. In addition, it boasts a generous sized master bedroom with en suite bathroom, an alcove that accommodates a small desk and a private lanai leading off the bedroom. At the end of each day relax and enjoy natures' most beautiful canvas sunsets from your enclosed lanai from either the family room or the master suite. An additional outdoor deck can be enjoyed from the front of the condo as well. This gulf to bay community is full of lush, mature landscaping and offers private beach access across the street. The amenities feature a junior Olympic-sized heated pool, four Har-tru tennis courts, fitness center, fishing pier, kayak storage, clubhouse with active social calendar, and more. Just minutes away from shopping, dining, and entertainment in world famous St. Armands Circle and downtown Sarasota. PLEASE INQUIRY ABOUT AVAILABILITY . NOW AVAILABLE AUGUST - DECEMBER 2022.
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522 BAYPORT WAY Photo Gallery 1
1 of 56
1 Unit Available
522 BAYPORT WAY
522 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$4,800
1260 sqft
Last updated January 21 at 12:52 AM
GORGEOUS SHORT TERM RENTAL!! Bayport Beach & 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 beautifully appointed. This residence offers a wonderful retreat as a Seasonal rental or shorter monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to the private beach on the Gulf of Mexico for a morning of beachcombing, surf casting or memorable sunsets. PLEASE CALL FOR AVAILABILITY. NOW AVAILABLE MAY - JUNE 2022
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519 BAYPORT WAY Photo Gallery 1
1 of 41
1 Unit Available
519 BAYPORT WAY
519 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$4,200
1456 sqft
Last updated January 21 at 12:52 AM
Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse, bike trails, and a private fishing pier on the bay side surrounded by mangroves. Turnkey furnished on the upper level of a quiet end unit, including two full bedrooms - one with a king bed and the other with two twin beds. You can see the Gulf from the entrance and the guest bedroom. Each bedroom has its own bathroom; the guest bath has a shower and the master bath has double sinks and a bathtub. The kitchen has granite countertops and there is a separate tiled dining area with a glass table, that seats up to six. There is also seating in the kitchen at a granite counter. The living room has comfortable, large couch with an entertainment unit. The condo has a lanai overlooking lovely tropical gardens. In unit washer/dryer. Nearby is a convenient grocery store, great restaurants, museums, galleries, marinas and shops at St. Armand’s Circle. One covered parking space is provided, with plenty of guest parking spaces. Sorry no pets and no smoking. Come stay for a while! PLEASE CALL FOR AVAILABILITY. NOW AVAILABLE MAY THROUGH SEPTEMBER 2022
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741 BAYPORT WAY Photo Gallery 1
1 of 49
1 Unit Available
741 BAYPORT WAY
741 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$7,000
1260 sqft
Last updated January 21 at 12:52 AM
ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & 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 an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to private beach on the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE MAY THROUGH DECEMBER 2022. PLEASE INQUIRE.
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745 BAYPORT WAY Photo Gallery 1
1 of 63
1 Unit Available
745 BAYPORT WAY
745 Bayport Way, Longboat Key, FL 34228
2 Bedrooms
$7,000
1456 sqft
Last updated January 21 at 12:52 AM
GORGEOUS SHORT TERM RENTAL!!!! Bayport Beach & 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 an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to private beach on the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE STARTING JUNE THROUGH DECEMBER 2022 PLEASE INQUIRE.
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5055 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 27
1 Unit Available
5055 GULF OF MEXICO DRIVE
5055 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$7,500
1484 sqft
Last updated January 21 at 12:52 AM
ONE MONTH MINIMUM TERM. AVAILABLE DECEMBER 2021 AND JANUARY 2022/ Gulf front Club Longboat condo available for short term rentals. Recently renovated, this condo provides lots of comfort and space in a gulf front setting. The kitchen, dining and living room are configured in an open plan with views out to the gulf. There is a separate den with sliders out to the rear porch. The master bedroom features a king size bed. The guest bedroom, which is en suite, features a queen size bed. A third bedroom is located just off the den with a sleeper sofa. Club Longboat offers tennis, two swimming pools, spa, exercise room and beach access. Convenient parking is located close by. 50% deposit required to reserve unit up to 6 months or more in advance. Full rent and security deposit due prior to occupancy. Currently available for the months of December of 2021. Also, available: January, May, June, July, August, September, October of 2022.
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500 SCHOONER LANE Photo Gallery 1
1 of 47
1 Unit Available
500 SCHOONER LANE
500 Schooner Lane, Longboat Key, FL 34228
2 Bedrooms
$7,000
1657 sqft
Last updated January 21 at 12:52 AM
Perfection is an understatement at this distinctive canal front luxury vacation home on the beautiful Longboat Key. Enjoy long range views of the canal while relaxing by your private pool. Immaculate inside and out, this 2 bedroom 2 bath (sleeps 4) is the perfect place to enjoy all that Southwest Florida has to offer. Activities nearby include multiple beach access points, 3 miles to St. Armands Circle with its world-renowned restaurants and shopping, Lido Public Beach, South Lido kayak launch, Sarasota downtown, Mote Marine, and Ken Thompson Park. This home was designed to entertain and has a brand new high-end kitchen with a massive island and seating for four and separate formal dining area with gorgeous pool and water views. All new furnishings, bedding, and bathrooms. Friends will love coming over to enjoy your private pool with multiple outdoor seating areas and a grill for cooking up your fresh catch. Or, keep this piece of paradise all to yourself, slowing time down... if only for a while.
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5135 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 55
1 Unit Available
5135 GULF OF MEXICO DRIVE
5135 Gulf of Mexico Drive, Longboat Key, FL 34228
3 Bedrooms
$3,750
1516 sqft
Last updated January 21 at 12:52 AM
***AVAILABLE APRIL, 1 2021*****This beautiful 3-bedroom, 2 bath condo is a rarity on Longboat Key. Especially in a very quiet 2 story 8-unit building. This community has a beautiful pool with private deeded access to the Gulf of Mexico. Your private screened in lanai overlooks the community pool to the Gulf of Mexico, which is also viewed from the living room. This floor plan is extremely inviting with a living-dining combo that is full of natural light. The split bedroom floorplan adds for privacy for all guests. There is ample parking here with 2 allocated spaces per unit. You are only 20 minutes from Sarasota/Bradenton airport, ad 15 minutes to St Armands Cir. January-April 2022 $6000 monthly, April-December 2021 $3750.00 monthly.
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1065 GULF OF MEXICO DR Photo Gallery 1
1 of 40
1 Unit Available
1065 GULF OF MEXICO DR
1065 Gulf of Mexico Drive, Longboat Key, FL 34228
2 Bedrooms
$6,750
1392 sqft
Last updated January 21 at 12:52 AM
BOOKED NEXT SEASON JAN/FEB/MAR 2022! This unit is undergoing a complete renovation summer 2021! A truly-amazing winter getaway in beautiful Beachplace on South Longboat Key awaits you. This beautiful 2/2, 5th-floor condo offers a coveted sunny southern exposure with direct views over the golf course and Gulf-to-Bay views from the generous balcony! Beachplace is a huge, resort-style, gated community with 24-hour manned security as well as a secure lobby in an elevator building. Beachplace offers over 31 acres of beautifully-manicured grounds and 1450 lineal feet of direct Gulf frontage. Recreational amenities include a heated junior-Olympic sized pool with kiddie pool and spa, fitness with separate cardio and weight-training areas, a large and beautiful clubhouse, 3 tennis courts, community grills, and beach loungers with umbrellas. Plenty of room in the sun and shade to socially distance by the pool. Fitness center is available by appointment for your safety. All utilities included ($100 monthly cap on electricity) plus cable and WiFi. Laundry in unit. Minutes to St Armands Key; easy access to shopping and Downtown Sarasota cultural amenities. This is a non-smoking unit. Sorry, no pets. Separate association application and $100 fee required; allow 10 days for approval. 1-month minimum (we reserve the right to give preference to multiple-month reservations). 12% tax applies to reservations of 6 months or less.
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Frequently Asked Questions

Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Longboat Key?

Rental prices for apartments with pools in Longboat Key range from $3,000 to $15,000 per month.

How many apartments with pools are available for rent in Longboat Key?

Currently, there are 28 apartments with pools available for rent in Longboat Key.
City Guide for Longboat Key, FL

Some notable past residents of Longboat Key, Florida, include tennis legend Maria Sharapova, artist Ed Miracle, famed tennis coach Nick Bollettieri, Governor of American Samoa Frank Mockler and Lee Scott, former CEO of Wal-Mart. What a place to call home!

Imagine a luxurious beach community with quiet suburban living, warm weather and great neighbors. If you've imagined that, you've just imagined Longboat Key. Longboat Key is technically a suburb of Sarasota, in the Bradenton-Sarasota-Venice metropolitan area. Longboat Key is a city of condominiums. Literally. Instead of a government, the town is governed by a Federation of Longboat Key Condominiums, and in addition to some local infrastructure, the Federation helps manage visitors and residents of the city alike. The condos in Longboat Key draw many snowbirds; residents who live here only in the winter to escape the cold of wherever their main home is. However, some residents live here year-round. There are many reasons to come to Longboat Key. Many are drawn to the beaches, which are made of beautiful, pristine white sand. Others like the warm weather -- you'll never have to buy a down coat. Still others enjoy local culture and history. No matter what it is that brings people to Longboat Key, it's a good place to find an apartment to rent. The city is filled with rental properties, and you'll have your choice of places to enjoy great Florida living. See more

What to keep in mind when looking for apartments with pools in Longboat Key, FL

Finding apartments with a pool in Longboat Key means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your next lease.

Ask the property management how long the pool is open each year. Is it seasonal? Does the pool have a heat pump to make it practical to swim beyond summertime? You should also inquire about pool rules, capacity, and if unattended children are permitted. The size of the pool also matters. An oversized apartment complex with a tiny pool could mean crowded summers and frustrations when trying to take a quick dip.

Finding apartments with a pool in Longboat Key could also drive up your rent, but may be worth the trade-off. Assess the overall amenities of the property. Apartments with a pool may look fantastic on the outside, but inside the kitchen could need an upgrade or the bedrooms could prove smaller than you want.

Once you find the apartment of your dreams, enjoy an afternoon swim and get to know your new neighbors.