House holiday rentals in Boca Grande

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

4.99 out of 5 average rating, 232 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.

4.95 out of 5 average rating, 43 reviews

North Captiva Beachfront | 360° Views | Hot Tub

Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

The main living area features a light blue sectional sofa adorned with decorative pillows, accompanied by a natural wood coffee table. A large wall art piece of a flamingo adds a playful touch. A spiral staircase and a fully equipped kitchen are visible in the background.

5 out of 5 average rating, 37 reviews

Sunset Too: 1 house to shore-Golf Cart Pickleball,

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🌊 Amazing beach views & stunning sunsets 🛥️Shared boat dock - ask about availability 🏖️New beach chairs, umbrellas, kayaks, bikes, and outdoor games. 🎾Club Membership with pools, tennis and pickleball courts! 🚙 Golf cart included! 🐶 Pet-friendly! 💻 High speed internet 🛌🏽Westin Heavenly Beds for ultimate comfort and sleep ✅ Gourmet chef's kitchen 🏠 Professionally designed & extremely comfortable 😊24/7 local host support!

5 out of 5 average rating, 44 reviews

Home in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

4.95 out of 5 average rating, 135 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

Superhost

The kitchen features light wood cabinetry and stainless steel appliances, complemented by a spacious dining table set against a backdrop of large windows that allow natural light and views of the lush greenery outside.

Home in Boca Grande

4.84 out of 5 average rating, 38 reviews

Island Oasis- Boca Grande Club

We beat Milton and are ready to host you. The Village Houses in the Boca Grande Club possess a distinct charm that sets them apart. The village houses offer an intimate connection to nature. Our homes is surrounded by lush tropical foliage, providing a serene backdrop of swaying palms and vibrant flowers. Our guests enjoy access to a range of exclusive amenities. Whether lounging by the pool, or indulging in gourmet dining, out home provides a wealth of experiences for our guests.

The front of the home is framed by several palm trees and succulent plants, providing a tropical ambiance. A well-maintained lawn is visible, leading up to the entrance, which features a modern design with large windows and a covered porch.

5 out of 5 average rating, 33 reviews

Beautiful Floridian Oasis

Bring the whole family to this great place with lots of room for fun. Home has large open layout that is perfect for family or entertaining. You will love the spacious feel of the high ceilings and large windows that flood the home with natural light overlooking the beautiful views of pool and tropical landscape. Outdoor lanai is perfect for enjoying the Florida lifestyle. Spa spills into a heated pool with a beautiful outdoor kitchen/grilling area. Close to Boca Grand & Englewood beach.

A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.

5 out of 5 average rating, 7 reviews

Turtle Bay - minutes to Boca Grande!

Welcome to Turtle Bay Haven – Your Dream Escape on the Gulf Coast! Stay in your own private natural oasis, surrounded by lush greenery and the vibrant tropics of Florida wildlife. - Grocery Stores: just 5-10 min away - Dining Options: A variety of local restaurants are just min away. - Boca Grande: 11 mi (20 min) away, known for stunning beaches. - Manasota Key Beaches : 10 mi (20 min) - Activities: Kayaking, paddleboarding, fishing, hiking, biking, and over 20 golf courses await!

5 out of 5 average rating, 38 reviews

A weathered driftwood log is positioned on a sandy beach, with calm waves gently lapping at its base. The sky above is filled with soft hues of orange and pink, suggesting a sunset. A person sits on the log, gazing at the horizon.

Home in Don Pedro Island

Salty Mermaid on Little Gasparilla Island/LGI

Charming beach house on Little Gasparilla Island (LGI) The Salty Mermaid offers a unique tropical paradise on a private barrier Island, with 7 miles of undisturbed white sandy beaches. Embrace the old Florida island vibe. Enchanted island steeped in pirate lore, legend has it, the spanish pirate Jose Gaspar, nicknamed Gasparilla, made this beautiful island his secret base hideaway. Local legends whisper of buried treasures hidden beneath the islands sandy shores. Come get Salty!

4.96 out of 5 average rating, 70 reviews

A beach house with a two-story design is surrounded by lush greenery and palm trees. A driveway leads up to the property, which features large windows and a covered porch. A golf cart is parked in the foreground, enhancing the coastal appeal.

Home in Boca Grande

Perfect Beach House Excellent Location

Perfect Beach House, Excellent Location - Quiet Street & Very Short Walk to Beach. This Pilot Street beach house is the perfect getaway for your vacation. Three bedrooms, two full bath with a large great room and extended outdoor living space. Kitchen fully renovated (granite counters, new stainless appliances, bar stool seating). All new mattresses. The premier location in Boca Grande near the beach, walk to town, shop, dine at one of the 14 restaurants with fresh local catch...

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

4.99 out of 5 average rating, 110 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

5 out of 5 average rating, 41 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Popular amenities for house rentals in Boca Grande

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The image reveals an inviting pool area within a screened lanai, featuring sun loungers adorned with black and white stripes. A glass-topped dining table accommodates four, accompanied by a potted plant. The pool glimmers with clear water, surrounded by lush greenery.

4.93 out of 5 average rating, 40 reviews

Tropical Retreat-HeatedPool Tennis PickleBall Golf

4.95 out of 5 average rating, 128 reviews

A private aquatic area features a heated saltwater pool surrounded by a screened patio, offering views of the Rotonda River. Two blue chairs and a sun lounger are positioned nearby, creating a relaxing outdoor space. The pool steps are visible, inviting leisurely swims.

Home in Long Meadow

Waterfront Villa Shellflower with private pool

5 out of 5 average rating, 65 reviews

1 minute to Beach & Heated Pool, SH Club, G-Cart

An inviting outdoor space features a screened lanai with a private pool. A colorful sunset casts reflections on the water. Comfortable seating areas are positioned nearby, along with a dining space and a small basketball hoop at the poolside.

5 out of 5 average rating, 42 reviews

Family Fun-Relaxing Home w/heated Pool & Game Room

The exterior of a remodeled home is framed by soft sunset hues, revealing a welcoming entrance with large windows. A landscaped lawn features low-maintenance plants along the pathway leading to the front door, complemented by a spacious driveway and garage.

4.97 out of 5 average rating, 30 reviews

Luxury Retreat: Oasis with Pool & Putting Green.

5 out of 5 average rating, 9 reviews

Intervillas Florida - Villa Xanadu

A private heated pool and spa are set within a screened enclosure. Four lounge chairs are positioned along the poolside, with colorful inflatable floats resting on the water's surface. Lush greenery can be seen through the enclosure, enhancing the serene atmosphere.

5 out of 5 average rating, 16 reviews

Luxury Golf Villa w/ Heated Pool & Spa

4.93 out of 5 average rating, 29 reviews

A private pool area features a heated pool and spa, surrounded by a screened enclosure. The serene outdoor space includes textured stone decking and seating, while lush greenery frames the view. Panoramic sliding doors lead into an inviting interior living space.

Home in Placida

AMAZING Cape Haze Location -community kayak launch

Weekly house rentals

5 out of 5 average rating, 16 reviews

A spacious screened-in patio offers views of the beach and ocean. Comfortable seating is arranged around a small table, complemented by decorative area rugs. Sunlight fills the space, and a palm tree is visible just beyond the railing, enhancing the coastal setting.

Home in Sanibel

Gorgeous Sanibel Surfside Oceanfront Residence

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

5 out of 5 average rating, 76 reviews

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

The exterior view of a single-story home showcases a well-manicured lawn with green grass. A covered entryway leads to a front door, while a small seating area with blue chairs is positioned beside a plant. The property is framed by lush greenery and palm trees.

5 out of 5 average rating, 25 reviews

5 Miles to Beaches | Cozy Home with Sunroom

5 out of 5 average rating, 9 reviews

The dining area features a beautifully set table with woven placemats and elegant white plates. A stylish chandelier hangs overhead, illuminating the space. The open kitchen, visible in the background, showcases modern appliances and ample cabinetry, enhancing the overall inviting ambiance.

Home in Port Charlotte

Luxury Home Golf, Beaches, Mineral Springs, Shops!

The Turtle House

4.98 out of 5 average rating, 45 reviews

Sunny Coastal Villa | Fishing & Springs Nearby

4.97 out of 5 average rating, 36 reviews

A spacious living area features a large sectional sofa in light colors, complemented by a glass coffee table. Ample natural light enters through expansive sliding glass doors that lead to the outdoor space. Modern light fixtures hang from a high ceiling, enhancing the open layout.

Home in South Gulf Cove

Escape to Paradise-Luxury Coastal Home, Near Beach

A well-lit bedroom features a spacious bed with light grey bedding, complemented by decorative pillows. A bedside table with a lamp is positioned on one side, while a colorful piece of wall art adds interest. Natural light filters in through a window with sheer curtains.

4.9 out of 5 average rating, 60 reviews

My Favorite Florida Gateway! Full kitchen too.

Private house rentals

4.87 out of 5 average rating, 38 reviews

Home in Bokeelia

Paradise Found! - 3/2 Pool Home

An open-plan living and dining area features a large dining table with seating for six and a modern kitchen island with additional seating. Natural light floods the space through large windows, highlighting a cozy seating arrangement in the background, complemented by neutral tones and contemporary design.

4.89 out of 5 average rating, 9 reviews

The Retreat 6 Beds - 4 Bedrooms New House

An aerial view captures the scenic coastline and sandy beach. A vibrant community is nestled along the shore, featuring lush greenery. Clear blue waters meet the horizon, while a tennis court and pool are visible within the community, enhancing the outdoor experience.

4.95 out of 5 average rating, 21 reviews

Sunset Captiva 10 - Private home just steps to the

4.95 out of 5 average rating, 20 reviews

An open living area is presented, featuring a light green color scheme. A brown sofa and a teal armchair provide seating, complemented by a white coffee table. Natural light filters through multiple windows, and a front door leads to the exterior, enhancing the spacious feel.

Home in Port Charlotte

Great boater's spot

The exterior of a single-story home is shown, featuring a well-manicured lawn and neatly arranged landscaping. Palm trees line the front, and a spacious driveway leads to a double garage. Bright blue skies enhance the inviting appearance of the property.

5 out of 5 average rating, 30 reviews

Pelican Paradise - Villa Near SW Florida Beaches

5 out of 5 average rating, 9 reviews

Cape Escape | Hot Tub | Heated Pool | Game Room

5 out of 5 average rating, 31 reviews

Home in Fort Myers

Modern 2BR Near Sanibel & FM Beach • Sleeps 6

An open living area features a spacious arrangement of light-colored furniture, including a large leather sectional and armchairs. A modern fireplace and flat-screen TV are positioned on a textured feature wall. Natural light floods the space through expansive glass doors that overlook the pool area.