$17,000 Per Month
- 5 Beds
- 5 Baths
- 3,126 Sq Ft
- House for Rent
5624 Cape Leyte Dr, Sarasota, FL 34242
5624 Cape Leyte Dr, Sarasota, FL 34242$17,000 Per Month
5624 Cape Leyte Dr, Sarasota, FL 34242
5624 Cape Leyte Dr, Sarasota, FL 34242$9,975 Per Month
1232 Northport Dr, Sarasota, FL 34242
1232 Northport Dr, Sarasota, FL 34242$22,000 Per Month
3939 Higel Ave, Sarasota, FL 34242
3939 Higel Ave, Sarasota, FL 34242$5,970 Per Month
6020 Midnight Pass Rd Unit 12, Sarasota, FL 34242
This beautifully updated Villa 12 at Aloha Kai is ready to give the perfect beach getaway. Just steps from the villa, you can stroll along the beach with your morning coffee and return in time for a breathtaking sunset. The screened porch provides a lovely spot to enjoy the balmy afternoon breezes in comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,995 Per Month
4237 Higel Ave, Siesta Key, FL 34242
Charming 3 bed/2 bath waterfront estate located on the coveted north end of Siesta Key. This parcel is one of the last of its kind, featuring 1.3 acres of prime waterfront property overlooking Cocoanut Bayou. Completely private by its original growth of lush tropical landscaping, this property is captivating for all your senses. This 1,500 sqft home was built in 1946 and will wow you from the
$8,500 Per Month
5216 Calle de Costa Rica, Sarasota, FL 34242
Listing reflects peak season rate. Available months: July 2026, August 2026, October 2026, November 2026 December 2026, January 2027, March 2027 and April 2027. Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key
Beth Dilley ASCENDIA REAL ESTATE
$6,000 Per Month
5157 Sandy Beach Ave, Siesta Key, FL 34242
ANNUAL RENTAL. Stay at this large Key West style Siesta Key home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool. Located on a quite street just 1 mile from Siesta Key village puts it at a perfect distance for a easy bicycle ride in the mornings to grab some breakfast or a coffee. 4 bedrooms and 2.5 baths brings you back inside with a large open
$4,500 Per Month
5253 Avenida Del Mare, Sarasota, FL 34242
This is a short-term rental. Listing price reflects off season rate, in season rates will be higher. Escape to paradise at this beautiful vacation retreat located on the coveted north end of Siesta Key. Nestled in a quiet residential neighborhood, this spacious and elegantly appointed home offers the perfect blend of privacy, comfort, and convenience—just minutes from world-famous Siesta Key
Beth Dilley ASCENDIA REAL ESTATE
$2,500 Per Month
111 Pass Key Rd, Siesta Key, FL 34242
Siesta Key condo on Big Pass in extremely quiet complex — yet only a 5-minute walk to Siesta Village — due to a 30-day minimum rental per HOA that keeps out the short-term renters and partiers, ensuring a year-round peaceful experience!In this tree-lined “Old Florida” seaside getaway sits an updated 1 Bed 1 Bath, first floor condo, in Sandy Cove II in beautiful Sarasota, FL. A quiet and
$5,370 Per Month
6006 Midnight Pass Rd Unit 14, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat—a newly renovated 1-bedroom, 1-bathroom escape thoughtfully designed for modern comfort and coastal style. Featuring a luxurious king bed and a fully equipped kitchen with a cozy nearby dining space, this inviting getaway is your perfect base for both relaxation and adventure. Convenience begins with your own private carport just
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$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
$6,500 Per Month
1256 Riegels Landing Dr, Sarasota, FL 34242
This newly renovated (March, 2025) 3 bed, 4 full bath home with a deep water dock just down the street is located within walking distance of the famous Siesta Key Beach. The one of a kind house was design by the Sarasota School of Architecture. The master and main guest bedroom are located on the main level along with the kitchen, living, laundry and dining rooms. An additional bedroom and full
Christopher Davenport STARLINK REALTY INC
$15,000 Per Month
5516 Avenida Del Mare, Sarasota, FL 34242
This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults
Beth Dilley ASCENDIA REAL ESTATE
$9,000 Per Month
6020 Midnight Pass Rd Unit 53, Sarasota, FL 34242
Beach or pool today? Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay.
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
$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
$8,340 Per Month
6154 Midnight Pass Rd Unit C06, Sarasota, FL 34242
C6 is a lovely unit, has been remodeled and is awaiting your arrival. It can accommodate up to 6. The spacious living room/dining room has all new furniture, including a large couch, two recliners, coffee, and end tables. In the dining area you will find a new dining table and chairs and a ceiling fan. There is also a wall-mounted 55” UHD Smart TV. The very large Master Bedroom has a king-size
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,195 Per Month
5456 Azure Way, Sarasota, FL 34242
This is an unfurnished 3 bedroom, 3 bathroom home with a screened pool and Grand Canal waterfront in the Siesta Isles community on Siesta Key! This residence features a terracotta tile roof, a paver driveway, an oversized two-car garage, and a stone-accented exterior framed by mature tropical landscaping. Inside, the home offers an open, split-bedroom floor plan with vaulted and cathedral
Todd Roughton SARASOTA MANAGEMENT & LEASING
$7,500 Per Month
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
This comfortable large 2 bedrooms 2 bathrooms villa is just steps away from Casa Blanca. Steps to the the white pristine beach voted #1 and the over sized pool for a cool dip. This villa comfortably sleeps up to 4 with a king size and 2 twin beds. Shopping and restaurants within steps or ride the trolley into Siesta Key Village or south to Turtle Beach. Come relax and enjoy the gulf breezes in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$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
$8,970 Per Month
6154 Midnight Pass Rd Unit B02, Sarasota, FL 34242
Find your Happy Place here in this LARGE 2 bedroom/2 bathroom, private entrance villa. There is new granite in the kitchen which is fully equipped. The master bedroom is furnished with a king size bed. The master vanity for the ladies comes with a hairdryer. The master bath features a walk-in shower with new tile and granite, all new from top to bottom. The second bedroom provides two double
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 63, Sarasota, FL 34242
Starting at $179/night! Welcome to your vibrant beachside retreat! This inviting 1-bedroom, 1-bathroom condo is the perfect gateway to both relaxation and adventure. Prepare delicious meals in the fully equipped kitchen and enjoy them in the cozy nearby dining area. Convenience is a priority with your own private carport just steps from the door. At Casa Mar, indulge in resort-style amenities
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,930 Per Month
6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
Villa A18 is updated and upgraded with all the amenities to enjoy your home away from home vacation stay! Just steps to the beach voted #1 twice by Dr. Beach. This villa allows up to 6 occupants. You can also enjoy the Florida sunshine just steps away from one of the largest pools located on Siesta Key! Located on the free trolley line you can take a ride into Siesta Key village or south to
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,300 Per Month
6006 Midnight Pass Rd Unit 58, Sarasota, FL 34242
Starting at $210/night! Escape to coastal comfort in this charming 2-bedroom villa just steps from the beach. This beautifully furnished retreat boasts a bright and airy living space with vaulted ceilings, exposed wood beams, and abundant natural light. The open-concept living area features cozy seating, a large flat-screen TV, and stylish coastal décor that perfectly blends comfort with
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 54, Sarasota, FL 34242
Starting from $179/night! Experience the charm of Villa 54, a 1-bedroom, 1-bathroom retreat at Casa Mar. Relax in the luxurious king-sized bed in the master bedroom, complemented by a cozy sleeper sofa in the spacious living area. Prepare gourmet meals in the fully equipped kitchen that seamlessly flows into an elegant dining space, perfect for entertaining or quiet meals. Outside, enjoy the
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$6,900 Per Month
6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
Enjoy the beach life in this recently upgraded villa just a few steps from beautiful Siesta Key Beach. The entire villa has been newly painted and contains all new windows, window treatments and flooring. The master bedroom features a queen bed with new coastal furniture, and the guest bedroom has 2 twin beds. Both bedrooms also have new pillow top mattresses and bed coverings. The living room
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$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
$5,800 Per Month
5585 Contento Dr, Sarasota, FL 34242
Experience Siesta Key living at 5585 Contento Dr; a furnished 4 bedroom 3 bath pool home that is available immediately for rent. This home sits at the end of a quiet cult de sac in the front and offers beautiful canal views, a wooden boat dock, and heated pool in the back. This split floor plan home boasts 1,921 square feet under air and a two car garage that includes a full sized washer and
Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY
$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
$8,000 Per Month
5640 Cape Leyte Dr, Sarasota, FL 34242
It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the
Beth Dilley ASCENDIA REAL ESTATE
$7,500 Per Month
6154 Midnight Pass Rd Unit C05, Sarasota, FL 34242
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,970 Per Month
6020 Midnight Pass Rd Unit 2, Sarasota, FL 34242
Villa 2 at Aloha Kai is beautifully situated on Siesta Key, a popular barrier island along Florida’s West Coast. This family-friendly, gated resort community is nestled in the heart of Crescent Beach, which is ranked as the number one beach in the continental United States. Known for its dazzling white quartz sand and vibrant emerald-green waters, Siesta Key is among Florida’s top vacation
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 22, Sarasota, FL 34242
Starting at $179/night. Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, where comfort and style meet just steps from the beach. The spacious primary suite features a king-sized bed, while the fully equipped kitchen flows seamlessly into a generous dining area and inviting living room, perfect for relaxing or entertaining. Step outside to enjoy a screened-in lanai furnished
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,370 Per Month
6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$5,370 Per Month
6006 Midnight Pass Rd Unit 53, Sarasota, FL 34242
Starting at $179/night! Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,970 Per Month
6154 Midnight Pass Rd Unit 11, Sarasota, FL 34242
B11 is a private 2-bedroom, 2-bath villa halfway between the beautiful private Casa Blanca Crescent Beach and the pool. This villa is fully furnished and decorated to meet your needs for a relaxing vacation with all the conveniences of home, including private wireless internet. Enjoy the comforts of this large, fully furnished villa with a spacious living area, fully equipped kitchen, and a
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,040 Per Month
6154 Midnight Pass Rd Unit 14, Sarasota, FL 34242
Welcome to Villa A14! You'll love this newly-remodeled villa! It is located on the beautiful white-sand shores of Crescent Beach, recently rated the #1 beach in the USA! This is a 2 bedroom, 1 and a 1/2 bath private villa just steps away from the beach and the heated pool. The master bedroom is furnished with a king-size bed and an ensuite 1/2 bath. The second bedroom is furnished with 1
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$8,250 Per Month
6154 Midnight Pass Rd Unit 201, Sarasota, FL 34242
Welcome to this beautifully updated, Gulf-facing apartment located directly on the soft white sands of Crescent Beach. Designed for comfort and relaxation, this spacious unit offers sweeping views of the Gulf of Mexico and nightly sunsets that are nothing short of spectacular. Whether you're lounging in the tastefully decorated living room or enjoying a quiet moment on the private, screened-in
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
$11,000 Per Month
681 Avenida de Mayo, Sarasota, FL 34242
Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply
Colette Jay HORIZON REALTY INTERNATIONAL
$7,500 Per Month
6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242
njoy your stay at our remodeled private (no shared walls) detached large 2 bedroom 2 bath villa on Siesta Key (Villa "C15" at Casa Blanca Vacation Rentals (CBVR) - no common walls, 1100 sq ft, sleeps 6). We remodeled C15 with a new air conditioner system, kitchen appliances, bedroom/living room/dining room/lanai furniture, new mattresses & Laura Ashley bedding, new plates/dishes/glasses, new
Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE
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