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Waterfront vacation rentals in Captiva

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Captiva

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Vacation home in Bonita Springs

4.79 out of 5 average rating, 125 reviews

Amazing home w canal views, a mile from the beach!

New&Amazing location Walk or bike riding distance from the best escape to the most beautiful beach locations in Southwest Florida . This 1-bedroom, 2-bed and fold up bed spacious home has an open floor to allow the family to enjoy time away from home. The porch has seating to watch the sunsets with canal views. Step outside to relax play board games or just enjoy the fireplace while you chat with the family. This great place with lots of room for fun. Short distance to Fort Myers, Naples.Miami2

Guest suite in Naples

4.97 out of 5 average rating, 338 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the two complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Home in Pelican

4.99 out of 5 average rating, 198 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!

Condo in Captiva

5 out of 5 average rating, 11 reviews

Waterfront - Bayside Villas Captiva

LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a wagon! You do NOT have access to Sunset Beach, North End pool or Tiki bar.

Guesthouse in Cape Coral

4.94 out of 5 average rating, 117 reviews

Pool Modern Apartment

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests from any small animals that might be around. The apartment is attached to the main house with one bedroom one bathroom living room and a functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest.

Home in Captiva

4.97 out of 5 average rating, 114 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Home in Captiva

4.92 out of 5 average rating, 106 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Guest suite in Burnt Store

4.84 out of 5 average rating, 331 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Home in Captiva

4.95 out of 5 average rating, 111 reviews

Steps To Private Beach Captiva Retreat Golfcart

Relax and Reconnect at Our Charming 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 (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories

Home in Matlacha

4.98 out of 5 average rating, 189 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayak

Matlacha is for LOVERS! Lovers of relaxation, fishing, art, friends, social scenes and enjoying Life in a beautiful location ON THE WATER! Matlacha had damage from Ian. Our new home - none. You can still walk to great restaurants, shops and the fishing bridge. Enjoy the water in Matlacha & the Barrier Islands. Use our 1 person kayak for fun or fishing from our 8'X22' FUN & SUN deck docked in the back canal with picnic table & loungers. Relax, sun, grill and fish.

Tiny home in North Fort Myers

4.84 out of 5 average rating, 138 reviews

Loblolly Way

Nestled on the edge of the property the tiny house campsite is secluded and private with a great outdoor space to enjoy BBQ’s and an agricultural environment on a working farm. Inside you’ll have the comforts of home and some great views. The space is set up with a queen bed and a dinette table or workspace which can be rearranged to add an air mattress, crib or pack-n-play. Please be sure to add any other guests to the reservation so we plan accordingly.

Cottage in Bokeelia

4.99 out of 5 average rating, 121 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Also available: airbnb.com/h/aframeausable Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. There is a dock available here. Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources!

Vacation rentals for every style

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Popular amenities for Captiva waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Fort Myers Beach

5 out of 5 average rating, 5 reviews

Seaside Condo w/ Panoramic Gulf Views, Pool & BBQ

Rental unit in Matlacha

4.63 out of 5 average rating, 137 reviews

Grouper Room in Matlacha * Redfish is open!

Rental unit in Fort Myers Beach

5 out of 5 average rating, 16 reviews

Your Home at the Beach!

Rental unit in Fort Myers Beach

4.82 out of 5 average rating, 28 reviews

Beachfront-Pool-Fort Myers Beach(our Pool is open)

Rental unit in Matlacha

4.7 out of 5 average rating, 50 reviews

Studio#3 The Heart of Matlacha

Rental unit in Fort Myers Beach

5 out of 5 average rating, 21 reviews

Lover's Key at Siesta Dreams

Rental unit in Saint James City

4.93 out of 5 average rating, 85 reviews

Island Castaway--Free Kayaks

Rental unit in Fort Myers Beach

5 out of 5 average rating, 12 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

Waterfront house rentals

Home in Pelican

4.97 out of 5 average rating, 116 reviews

Cozy in the Cape, Water views & private salt pool.

Home in Bonita Springs

4.97 out of 5 average rating, 150 reviews

Imperial Garden Riverside Retreat

Home in North Fort Myers

4.82 out of 5 average rating, 205 reviews

Private Cozy Guest House on Water

Home in Cape Coral

4.98 out of 5 average rating, 126 reviews

Vacation in Paradise

Home in Caloosahatchee

4.97 out of 5 average rating, 108 reviews

Beautiful boater’s paradise featuring a new pool!

Home in Caloosahatchee

4.99 out of 5 average rating, 229 reviews

Gulf access waterfront heated pool

Home in Fort Myers Beach

4.96 out of 5 average rating, 107 reviews

Charming Lake View Home, Steps to Beach!

Home in Pelican

4.94 out of 5 average rating, 118 reviews

Serenity on Surfside

Waterfront condo rentals

Condo in Punta Gorda

4.96 out of 5 average rating, 47 reviews

One bedroom condo - overlooking harbor!

Condo in Naples

4.79 out of 5 average rating, 175 reviews

Ground Floor, A+ Location Club Membership Included

Condo in Fort Myers Beach

4.98 out of 5 average rating, 45 reviews

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

Condo in Fort Myers Beach

4.85 out of 5 average rating, 66 reviews

Beachfront fully equipped apartment

Condo in Fort Myers Beach

4.8 out of 5 average rating, 100 reviews

Lux condo w/ direct Beach View + beach gear

Condo in Sanibel

4.86 out of 5 average rating, 29 reviews

1 Bed + Sanibel Waterfront Deluxe Remodel LUX+WiFi

Condo in Sanibel

4.85 out of 5 average rating, 73 reviews

Sanibel Island Waterfront Condo!!

Condo in Burnt Store

4.89 out of 5 average rating, 61 reviews

Burnt Store Marina Condo *Cape Coral/Punta Gorda

Quick stats about waterfront rentals in Captiva

Total rentals
110 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
90 properties are a good fit for families
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Destinations to explore