$9,500 Per Month
- 2 Beds
- 2 Baths
- 1,489 Sq Ft
- Condo for Rent
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$9,500 Per Month
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242$15,000 Per Month
1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242
1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242$9,500 Per Month
1055 W Peppertree Dr Unit 603AA, Sarasota, FL 34242
Just steps from Crescent Beach, this unit has 2 bedrooms and 2 full bathrooms. Complete with a full kitchen supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and has a Keurig.The formal dining area has seating for 6. This flows into the living area that has comfortable couch seating, a fan, access to the lanai and a 55"
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,400 Per Month
1338 Siesta Bayside Dr Unit 1338C, Sarasota, FL 34242
Indulge in the ultimate coastal lifestyle with this charming 2-bedroom, 2-bathroom first-level condo in the heart of Gulf & Bay Club Bayside on Siesta Key, Florida. As you enter, the coastal vibes welcome you into a thoughtfully designed space adorned with beach-inspired decor and sunlit interiors. Step through the sliding glass doors onto your private screened-in lanai, where the gentle
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,500 Per Month
5830 Midnight Pass Rd Unit 54, Sarasota, FL 34242
Discover your own slice of paradise at Jamaica Royale! This beautifully updated and tastefully decorated 1-bedroom, 1-bathroom condo is just steps from the refreshing waters of heated Pool #1 and a short stroll to the world-famous, powdery whit e sands of Siesta Key Beach. Enjoy the convenience of your assigned covered parking space located right outside your door.Inside, the condo is
Robert Bevington SHOWTIME REALTY
$9,500 Per Month
1389 Siesta Bayside Dr Unit 1389F, Sarasota, FL 34242
Indulge in opulent coastal living with this luxurious 3-bedroom, 2-bathroom second-floor, two-level condo in the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. This impeccably designed residence offers a unique and spacious layout, with the primary bedroom occupying its own private floor for the utmost in privacy and elegance.As you enter, the living room, dining room, and
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,050 Per Month
1055 W Peppertree Dr Unit 703AA, Sarasota, FL 34242
This luxurious condo is in a Gulf-side High-rise and is located on the 7th floor. This condo has 2 bedrooms and 2 full bathrooms.A fully equipped kitchen awaits you with cabinet lighting, a ceiling fan and a breakfast bar for 3. It is supplied with the necessary items you need for cooking (pots/pans, dishes, utensils) and a 12-cup standard coffee maker and a Keurig.The formal dining room
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$9,500 Per Month
1335 Siesta Bayside Dr Unit 1335C, Sarasota, FL 34242
Welcome to this beautifully designed 2-bedroom, 2-bathroom first floor condo located in the sought-after Gulf and Bayside Bay Club, offers breathtaking views of the boat harbor and Intracoastal Waterway.The kitchen is a chef's delight, boasting stainless steel appliances and sleek countertops. The living room is the perfect place to kick back and relax after a day of adventure, with
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,470 Per Month
6020 Midnight Pass Rd Unit 4, Sarasota, FL 34242
Villa 4 at Aloha Kai is the perfect beach getaway—light, bright, and designed to help you rest and relax. Spend your days lounging by the pool, soaking up the sun on the beach, or getting lost in a good book—the choice is yours. All you need is a willingness to unwind; everything else is provided for your comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$12,296 Per Month
6046 W Peppertree Way Unit 223B, Sarasota, FL 34242
Welcome to your luxurious retreat nestled by the poolside! This stunning 2-bedroom, 2-bathroom condo on the 1st floor offers a perfect blend of comfort, style, and convenience. Step into the beautifully renovated living space, where every detail has been carefully curated to create an inviting atmosphere. The open-concept layout seamlessly connects the living, dining, and kitchen areas, making it
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,600 Per Month
1340 Siesta Bayside Dr Unit 1340C, Sarasota, FL 34242
Welcome to our recently updated two-bedroom, two-bathroom second-floor unit in Gulf and Bay - Bayside on Siesta Key. This stunning condo offers a host of modern features and stylish enhancements that will elevate your vacation experience to new heights. With vaulted ceilings creating an open and airy atmosphere, you'll find that every corner of this unit has been thoughtfully designed for your
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,000 Per Month
1200 E Peppertree Ln Unit 303, Sarasota, FL 34242
This property is a 30 night minimum.1200-303 is a Bay side Mid-rise unit, located approximately 150 yards away from the Bay.Newly remodeled kitchen with stainless steel appliances. Grab bars located in both bathrooms. Guest bedroom T.V is mounted on the wall. Assigned covered parking located in parking garage.Approx. 1250 Sq. Ft. (1375 including the lanai) Condo Summary:Bedding:
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,370 Per Month
6020 Midnight Pass Rd Unit 45, Sarasota, FL 34242
Villa 45 at Aloha Kai is a light-filled coastal retreat featuring an updated kitchen that perfectly complements its bright, beachy furnishings. Whether you prefer a refreshing swim in the Gulf of Mexico or a relaxing afternoon by the pool, the choice is yours. With a king bed and two twin beds, this villa comfortably accommodates guests, making it ideal for a family visit. The front porch and
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$10,500 Per Month
5963 Midnight Pass Rd Unit 332, Sarasota, FL 34242
Welcome to your perfect Siesta Key getaway! This beautifully updated 2-bedroom, 2-bath end-unit condo in the Palm Bay Club offers stunning bay views, a bright, open interior, and resort-style amenities—just steps from the Bayfront pool.At 1,270 sq. ft., this is one of the largest condos in Palm Bay. You'll love the driftwood-style cabinetry, quartz countertops, and stainless steel appliances
Robert Bevington SHOWTIME REALTY
$8,970 Per Month
6020 Midnight Pass Rd Unit 22, Sarasota, FL 34242
Villa 22 at Aloha Kai is where memories are made while spending time at the beach with family and friends, offering the perfect spacious setting. Its open floor plan fosters conversation and connection, encouraging moments away from screens. After a day of sunshine and sandy toes, gather in the updated kitchen, featuring a casual dining bar designed to invite everyone to join in meal preparation.
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,900 Per Month
1230 Siesta Bayside Dr Unit 1230D, Sarasota, FL 34242
This fabulous, updated, one-bedroom PLUS separate sleeping den easily sleeps four guests. The den has a queen size bed for additional sleeping space - Complete with a closet and door for privacy.Relax in the spacious living area or enjoy a glass of wine on the lanai where you can enjoy watching the multitude of birds who visit each day.The condo is turnkey furnished including a
Andy Moore GULF COAST REALTY & MANAGEMENT
$10,000 Per Month
1125 W Peppertree Dr Unit 102, Sarasota, FL 34242
A 3 month stay is preferred but will accept a 2 month stay, possible 1 month. Call the office for details.Luxuriously remodeled 2 bedroom 2 full bath unit on the first floor in a gulf side high-rise building.The unit has updated wood tiles throughout, ceiling fans in each room, recessed and updated lighting.The kitchen is fully updated with stainless steel appliances, gorgeous counter
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,900 Per Month
1275 Siesta Bayside Dr Unit 1275B, Sarasota, FL 34242
Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this meticulously designed residence offers the epitome of luxurious coastal living.As you step inside, you are greeted by an inviting ambiance that seamlessly blends modern elegance with coastal
Andy Moore GULF COAST REALTY & MANAGEMENT
$9,300 Per Month
1344 Siesta Bayside Dr Unit 1344D, Sarasota, FL 34242
This fabulous two bedroom features the primary bedroom with a King bed and the guest with a queen bed. The spacious living area opens onto a tiled lanai surrounded with sliding windows/doors that can be opened or closed as desired. Enjoy your breakfast there in the morning sun or relax with a glass of wine as the sun sets.The condo is turnkey furnished including washer / dryer and private
Andy Moore GULF COAST REALTY & MANAGEMENT
$8,970 Per Month
6020 Midnight Pass Rd Unit 59, Sarasota, FL 34242
Villa 59 at Aloha Kai invites you to kick back and escape the traffic and long lines—no need to leave the property! Enjoy the pristine beach, the refreshing pool, and your fully equipped kitchen, all designed to make your stay effortless and relaxing. The comfortable furnishings and soothing neutral colors create a welcoming atmosphere where you can truly feel at home. Savor your morning coffee
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,200 Per Month
1374 Siesta Bayside Dr Unit 1374D, Sarasota, FL 34242
Indulge in the ultimate relaxation experience at our exquisite vacation rental in Gulf and Bay - Bayside on Siesta Key. This meticulously appointed condo offers an abundance of space and comfort, allowing you to unwind in style. From savoring a glass of fine wine on the expansive lanai to reveling in the convenience of a fully equipped, turnkey furnished unit complete with a washer/dryer and a
Andy Moore GULF COAST REALTY & MANAGEMENT
$7,470 Per Month
6020 Midnight Pass Rd Unit 48, Sarasota, FL 34242
New photos coming soon! Villa 48 at Aloha Kai offers the perfect setting for your next beach escape. Located on Siesta Key—a popular barrier island on Florida’s West Coast—this family-friendly, gated resort community is nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known for its powdery white quartz sand and emerald-green waters, Siesta Key
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,900 Per Month
1206 Siesta Bayside Dr Unit 1206B, Sarasota, FL 34242
Experience coastal living at its finest in this 3-bedroom, 2-bathroom second-floor lakefront condo located in the desirable Gulf and Bay Club Bayside community in Siesta Key. With breathtaking views of the lake, pool, and tennis court from the screened-in lanai, this home is a perfect retreat. The kitchen is equipped with stainless-steel appliances, and the adjacent dining table offers a great
Andy Moore GULF COAST REALTY & MANAGEMENT
$6,000 Per Month
5400 Ocean Blvd Unit 5-3, Sarasota, FL 34242
SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it’s best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280
Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY
$6,500 Per Month
5740 Midnight Pass Rd Unit 303, Sarasota, FL 34242
This luxury Siesta Key beachfront unit in the exclusive Gulf and Bay Club offers full panoramic views of the Gulf of Mexico and the #1 beach in the USA, Siesta Key! This beautifully updated 2-bedroom, 2-bathroom unit features hardwood floors, granite countertops, and an abundance of cabinet space. The bathrooms are elegantly updated with tile and granite counters, making this a truly turnkey
Robert Bevington SHOWTIME REALTY
$8,300 Per Month
1200 E Peppertree Ln Unit 402, Sarasota, FL 34242
This condo is a 30-night minimum.Condo 1200-402 at Peppertree Bay on Siesta KeyThis 2 bedroom, 2 bathrooms recently remodeled, is only steps away from Crescent Beach and is located on the 4th floor.This condo comfortably sleeps 6 guests.The master King bedroom is equipped with a 43'' Smart TV for your entertainment and a ceiling fan. The master bathroom has a walk-in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$9,550 Per Month
1125 W Peppertree Dr Unit 407, Sarasota, FL 34242
Discover modern comfort in this stylishly updated 2BR/2BA vacation rental condo. Perfect for relaxation and rejuvenation, this well-appointed space offers everything you need for a memorable getaway. Enjoy garden views from the lanai. Modern amenities include new coastal-inspired furniture and stainless steel appliances. Enjoy community pool access for refreshing dips after beach days. Bask in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$3,950 Per Month
131 Whispering Sands Cir Unit V33, Sarasota, FL 34242
Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect
Curtis Ware KW COASTAL LIVING III
$9,000 Per Month
4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large
Jane Hunter JENNETTE PROPERTIES INC
$8,500 Per Month
1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for
Andy Moore GULF COAST REALTY & MANAGEMENT
$9,500 Per Month
1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large
Andy Moore GULF COAST REALTY & MANAGEMENT
$8,700 Per Month
6020 Midnight Pass Rd Unit 35, Sarasota, FL 34242
Toes in the sand and sunshine on your shoulder—welcome home to the spacious one-bedroom Villa 35 at Aloha Kai. This beautifully updated villa features granite countertops in both the kitchen and bath, while the bedroom offers ample space and a large closet. The open-concept layout extends to a front porch enclosed with windows and blinds, providing additional living space and privacy. Located on
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,600 Per Month
1313 Siesta Bayside Dr Unit 1313D, Sarasota, FL 34242
Gulf and Bay Club Bayside is one of the most attractive condominium units on Siesta Key. This beautifully remodeled unit offers luxury accommodations at a reasonable cost. Offering a beautiful lake view and steps to the resort-style pool. You will enjoy your stay every minute.Enjoy all of the luxurious amenities this unit has to offer, from comfortable King size bed to the comfy
Andy Moore GULF COAST REALTY & MANAGEMENT
$8,970 Per Month
6020 Midnight Pass Rd Unit 20, Sarasota, FL 34242
Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,370 Per Month
6020 Midnight Pass Rd Unit 54, Sarasota, FL 34242
Villa 54 at Aloha Kai is your ideal beach retreat, spacious, sun-filled, and designed for total relaxation. This corner villa features an open floor plan with abundant natural light, custom cabinetry, and thoughtful upgrades throughout. The updated kitchen includes stainless steel appliances and is fully equipped to make meal prep easy, while the in-unit washer and dryer add everyday convenience
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,470 Per Month
6020 Midnight Pass Rd Unit 10, Sarasota, FL 34242
Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$7,500 Per Month
1055 W Peppertree Dr Unit 506AA, Sarasota, FL 34242
Only steps from the beautiful Crescent Beach. This luxurious 2 bedroom and 2 full bathroom unit has it all. The condo is in a Gulf-side High-rise building on the 5th floor. Assigned covered parking located in the parking garage under the building.A luxurious dining area greets you as you enter, that flows through to the living room and out to the lanai. The lanai works as an extended living
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,500 Per Month
420 Beach Rd Unit 502, Sarasota, FL 34242
Turnkey furnished beachfront retreat on Siesta Key, one-month minimum rental. Greet each morning to the sound of the Gulf and close every evening beneath a glowing horizon and dazzling sunset from this gulf-front residence at Siesta Gulf View. Two bedrooms and two baths, this home opens onto a 31-foot screened and glass-enclosed lanai that runs the full width of the unit, framing an uninterrupted
Joanna Benante MICHAEL SAUNDERS & COMPANY
$12,000 Per Month
1305 Siesta Bayside Dr Unit 1305B, Sarasota, FL 34242
Enjoy your vacation on Siesta Key in this spacious three bedroom / two bathroom vacation rental. This condo is turnkey furnished including washer / dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.
Andy Moore GULF COAST REALTY & MANAGEMENT
$6,000 Per Month
1291 Siesta Bayside Dr Unit 1291A, Sarasota, FL 34242
Welcome to your slice of paradise in Gulf & Bay Club Bayside, a highly sought-after community located on beautiful Siesta Key, Florida. Professionally managed by Gulf Coast Vacation rentals, this first-floor 2-bedroom, 2-bathroom lakefront condo offers the perfect blend of coastal charm and resort-style living. From the moment you step inside, you’ll be greeted by a beachy, relaxed vibe that
Andy Moore GULF COAST REALTY & MANAGEMENT
Showing Results 1 - 40, Page 1 of 3
There are currently 89 homes available for rent in Siesta Key, FL. The median rent is $4,500 per month, with condos at $4,500.
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Number of Homes for Rent
89
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Median Rent
$4,500
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Median Condo Rent
$4,500
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