VACATION RENTAL RATES SHOWN ARE WEEKLY OFFSEASON Visit our Walkthrough 3D TOUR!! Majestically situated along Boca Grandes most desired lane, this beachfront sanctuary offers extraordinary privacy unmatched anywhere else on Gasparilla Island. Accompanied by 105 feet of pristine ivory powdered sandy beach and the emerald turquoise waters across the horizon, discover the grandeur beauty of this 3 bedroom 3 bathroom island retreat. As you enter, the open concept floor plan has a chic contemporary design with coastal accents and dcor throughout, and new designer furnishings and unimaginable views out to the Gulf of Mexico. The expansive wall of windows allows guests to take in 180 degrees of the cerulean colored seascape all from the spacious and airy living area. The sleek modern kitchen features granite countertops stainless steel appliances and views looking out over the one-of-a-kind elevated swimming pool. The adjoining dining area has an elegant glass-topped dining table, ample seating for six and flows naturally out into the vaulted-ceiling living area. The Primary suite radiates a peaceful and relaxing feel offering a king-size bed, warm textured furnishings, a serene color scheme and amazing views to the pool through the floor to ceiling windows. The ensuite master bath features a modern design (remodeled 2023). Dual sinks, a walk-in shower and plenty of cabinet storage compliment the design. The second bedroom offers a luxurious Queen size bed, tranquil color scheme, premium linens with comfortable furnishings, and large windows showcasing the exterior's tropical foliage. Step into the ensuite polished bathroom complete with a walk-in shower. The third bedroom boasts one full-size bed, one queen size bed, and a cool seaside color scheme. Cozy bedding, premium linens, a workspace desk, and plenty of natural light cascade in from the large windows with views out to the lush tropical landscaped grounds. The home's third bathroom is mere steps away from the bedroom featuring the same modernistic design throughout and offers a full-size bathing tub and shower combo. The attached laundry room features a high efficiency washer and dryer for convenience and ease. Step out onto the grand deck and immerse yourself in the cool waters of the private pool perched above the pristine sands of Gasparilla Island. New furniture added 2023. Rest and recharge in one of the lounging chairs as you enjoy the calming sounds of the sea merely steps away from this luxurious home. Just a short stroll down the natural seascape pathway and you will discover sugar-sand shores with awe-inspiring views of the Gulf of Mexico. Only a short golf cart ride into downtown historic Boca Grande village where guests can enjoy the eclectic boutiques, island shops, and fine dining restaurants amongst a true old Florida atmosphere.
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Requires Weekly Rental Cute and cozy...located in the historic district, this nearly original 2 bedroom 1 bath is a perfect clean budget option! Coming to gorgeous Boca Grande for a staycation or fishing trip? This cottage may be perfect for you! The beach is a few steps away and you are walking distance to downtown shops and restaurants! Rent bikes or a golf cart and explore the beauty of the island and all it has to offer! This cottage is simple yet sweet. Main floor features a basic full size kitchen, dining table, living area and a private outdoor area. Up the stairs find the bedrooms and bath - One bedroom has 2 full beds and the second has a queen. If you are looking for a sweet and simple stay near the beach - this is it! In SeaSON Rental $2, 600/ Mid Season Rental $2, 200 Off Season $1, 850
Charming 2-Bedroom Home with Large Pool near Historic Boca Grande Lighthouse. Just a short walk from the Historic Boca Grande Lighthouse and State Park, this quaint 2-bedroom home offers a blissful retreat for both adventure seekers and those looking for a peaceful escape. Offering two beautifully furnished bedrooms, a spacious living room, quaint dining space and large private pool, this home is the perfect home base for all your explorations through local history, the beautiful state park pristine beaches. Don't forget a golf cart, it is the primary mode of transportation on the island and our rental team is happy to assist in reserving this for you.
Requires Weekly Rental Welcome to Sundown Colony! This 2/2.5 townhome is located right on the beach with breathtaking views! Enjoy a lovely Florida sunset right on the lanai or even take the pathway down to the beach to look for sharks teeth and other shells! Lounge at the community pool or on the beach and enjoy the florida heat. Rent a golf cart to explore the island and check out all the local shops and restaurants it has to offer! Be sure to check out the museum at the pass lighthouse to learn about the history of Boca Grande! Upstairs has both bedrooms. The master hosts a king sized bed and has a balcony with amazing views of the ocean! The second bedroom hosts 2 twin beds. Downstairs has the half bathroom, kitchen, bar and living room. In Season Weekly $5, 000/ Mid Season $4, 500/ Off Season $3, 250
Requires Weekly Rentals Incredible location on the South end with gorgeous beachfront nonstop views of the Gulf of Mexico! This 3/2 on the corner of Belcher is right on the beach and has the most extravagant wrap around views so you can enjoy the sunset from all angles!! You have a sliding door in each bedroom with a lanai that looks right out to the Gulf. The Master bedroom features a king bed, the bathroom has a soaking tub as well as a shower and a queen bed in each guest room. The main deck is huge giving you plenty of entertainment area as well! Plenty of parking and there is a gate that opens straight to the beach. Morning, Day or Night...Step right outside and immediately seeing the water. What more could you ask for on vacation? Hop into relaxation mode and book your stay now! In Season Weekly $5, 000/ Mid Season $4, 800 /Off Season $4, 200
Requires Weekly Rental Welcome to Onshore Breeze! This 4 bedroom 3 bathroom home is located about a half a mile from historic downtown with restaurants, shops, and more! It is also very close to the world famous Gasparilla Inn whose guests have included some of America's most prominent families for over a century! The beach is only a short distance away so head on down and catch the beautiful Florida sunsets you have been dreaming to see! The master bedroom sleeps a king sized bed. 2 guest rooms sleep a queen and the last guest room sleeps a full sized bed. There is an in unit washer/dryer as well as a fully equipped kitchen. If you do not feel like leaving the house for a night, no worries! there is a front screened in porch as well as a back deck to hangout and relax on! Seasonal Pricing - In Season: 5, 400/Week Mid Season:$4, 800 Off Season: $3, 800
Requires Weekly Rental Very private 4 bedroom/4 bath home located just 1/4 mile south of the historic town of Boca Grande and across the street from the beautiful Boca Grande beaches. Miles of walking, biking, shelling, and swimming. This 4/3 with a private pool is the perfect hidden getaway! The pool is hidden by a fence and there is entertainment areas, decks, and lanais for your enjoyment. The upper level of the house has 2 bedrooms with an open living area including a living room, dining area, den with 42' flat screen TV + a Bose surround system for total entertainment. Down stairs there is a mother-in-law apartment with 2 bedrooms creating privacy for two couples or large families. Two car carport with ample additional parking. The beach is a quick stroll or golf cart ride away! Seasonal Rates: In Season:$5, 500/Week Mid Season: $4, 900/Week Off Season: $4, 000/Week
Welcome to your dream getaway in Boca Grande! This beautifully updated 3 bedroom, 2 bath home is nestled just steps away from the pristine sands of the beach, offering you the perfect retreat for your coastal escape. As you step inside, you'll be greeted by a bright and airy living space adorned with modern furnishings and coastal accents, creating a serene ambiance for relaxation. The fully equipped kitchen boasts stainless steel appliances and ample counter space, making meal preparation a breeze. Enjoy your culinary creations at the dining table with seating for six or enjoy the sunset on the screened-in porch immersed in tropical surroundings. After a day of sun and surf, retreat to one of the three inviting bedrooms, each thoughtfully appointed for your comfort. The oversized master bedroom features a plush king-sized bed and an en-suite bathroom for added convenience. The additional bedrooms offer cozy accommodations with queen and large bunk bed, ensuring a restful night's sleep for everyone. Located just south of the Historic district, this home offers easy access to Boca Grande's charming shops, galleries, and restaurants. Spend your days exploring the island's natural beauty with activities like fishing, kayaking, or simply lounging on the beach. Whether you're seeking adventure or relaxation, this updated home provides the perfect base for your Boca Grande getaway. Book now and start creating unforgettable memories in paradise!
Excellent Village of Boca Grande location in the Historic District! This single family home is a 4 bedroom, 3 bathroom and very private yet less than three blocks from historic downtown with restaurants, shops, and more! It is also very close to the world famous Gasparilla Inn whose guests have included some of America's most prominent families for over a century! Take a short walk to the beach and catch the beautiful Florida sunsets you have been dreaming to see!
Requires Weekly Rental Coastal Chic ~ This 4 bed, 2 bath cottage located in the historic district is SECONDS from town! It is also very close to the world famous Gasparilla Inn whose guests have included some of America's most prominent families for over a century! This home offers multiple dining and sitting areas inside and out, perfect for finding your own space to relax and recharge. Each bedroom is spacious and each bathroom is a jack and jill bathroom in between the 4 bedrooms. Shops, grocery, bakery and restaurants are all nearby. Take a nice golf cart ride to the pass OR take a few steps to the beach on across the way for a gorgeous sunset! In Season Weekly $5, 600 / Mid Season $4, 900/ Off Season $4, 000 When you enter the home, you have a lovely sunroom to enjoy a nice book or simply relax on the couch/chairs and enjoy the sun from indoors! Two of the bedrooms have king sized beds, one has a queen and the last has two twin beds. The outside deck has plenty of seating as well as a small gas grill! What are you waiting for? Book this chic cottage that sleeps 8 for your next island getaway!
Requires Monthly Rental Calm Kentia - located in the gated community of Boca Bay on South Harbor Drive is a 3 bedroom 3 bath home with a private patio and gorgeous sunset views. The first floor of this property holds the living room which leads to a private patio area. The dining area and kitchen are also on the main floor. A guest bedroom with a queen bed and en suite bathroom is located behind the kitchen. The second floor has 2 bedrooms. The first guest room has 2 sets of twins and a bathroom with a tub. The master bedroom has a private patio with a beautiful lake view and an ensuite bathroom. This home is in the Boca Bay community and offers the community amenities to renters. (Multiple pool, Tennis, croquet and more!) In Season $30, 000/Mid Season $25, 000/ Off Season $20, 000 30 day minimum per Association Rules
Requires Monthly Rental 756 Beach View Drive is a 3 bedroom 3 bath home with a private patio and views of the beach from the master bedroom. The first floor of this property holds the living room which leads to a private patio area. The dining area and kitchen are also on the main floor. A guest bedroom with a queen bed and en suite bathroom is located behind the kitchen. The second floor has 2 bedrooms. The first guest room has 2 sets of bunkbeds (4 twins) and a bathroom with a tub. The master bedroom has views of the beach with a private patio and an ensuite bathroom. This home is in the Boca Bay community and offers the community amenities to renters. (Multiple pool, Tennis, croquet and more!) In Season Monthly $30, 000 Mid Season $25, 000 /Off Season $20, 000
This historic 6-bedroom, 4-bathroom home in downtown Boca Grande offers an exceptional stay for travelers seeking comfort and charm. The residence, exuding a classic yet modern feel, accommodates up to 12 guests, making it perfect for large families or groups. Enjoy dining out on the patio while taking in the watercolor sunset sky or pile the family around the expansive dining room table. Between the ideal location and spectacular home, this is the perfect Boca Grande vacation rental.
Requires Weekly Rental Welcome to Palm Paradise! This immaculate 3/3.5 home has been completely renovated. Palm Paradise is surrounded by mature lush tropical landscape designed to create the perfect private oasis. When you walk into this open concept home the attention to detail takes your breath away! This beautiful home provides everything you need to vacation the island way! The dining room table overlooks the pool area so, cook your favorite meal in the fully equipped kitchen to enjoy dinner with a view! You will find a Sonos system in every room as well as the pool area. All 3 bedrooms host a king sized bed and have their own bathroom. Two rooms are on the first floor and one is on the second. Heavy luggage? No worries! Take the one stop elevator that lands on the first floor. Ready to catch some rays? Hangout in the amazing pool with grotto or go relax at the beach. The beach is 135 steps away from the house with private beach access. Make sure you grab the wagon with beach chairs and toys found in the garage. There are 7 miles of beautiful beaches and turquoise blue waters, trails, shoppes, restaurants and so much more so, make sure you rent a golf cart to explore all there is to offer! PLEASE NOTE THE SUNSET DECK IS NOT ACCESSIBLE FOR GUESTS! In Season Weekly $8, 500/ Mis Season Weekly $8, 000 /Off Season Weekly $6, 850
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