
Waterfront holiday rentals near Captiva Island
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals near Captiva Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Beachfront North Captiva | Rooftop Deck | Hot Tub
No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.
4.96 out of 5 average rating, 49 reviews
100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.
4.95 out of 5 average rating, 121 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!
4.99 out of 5 average rating, 266 reviews
Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!
4.91 out of 5 average rating, 143 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!
5.0 out of 5 average rating, 59 reviews
Dolphin Cottage | Beach front | Sunset Cruise
🌴 **DOLPHIN COTTAGE | Old Florida Island Escape 🐬 Escape to Dolphin Cottage, a charming waterfront retreat on North Captiva’s peaceful sunrise side. Wake up to stunning Pine Island Sound views, spot dolphins and manatees from the property, explore nearby beaches, fish, shell, and unwind on expansive porches surrounded by nature. 🌊☀️ 🏖️ Private beach access • 🌅 Water views • 🐬 Wildlife • 🌴 Old Florida charm Disconnect, reconnect, and experience North Captiva island life at its best.✨
5.0 out of 5 average rating, 3 reviews
Sanibel Beachfront Condo | Shelling Paradise
Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.
4.88 out of 5 average rating, 25 reviews
Captiva Beach Villa On The Gulf Beach !
Captiva Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.
4.94 out of 5 average rating, 120 reviews
Luxury Home, Steps to the Sand! Pet Friendly!
Breathtaking sunsets await from the second story wrap-around deck on this gorgeous coastal style newly built home located steps from Bonita Beach and the famous Doc's Beach House! This home features a premier location and luxury stay all in one. Walk just steps to the beach, rent a boat, paddleboard, jet ski, cabana or beach loungers just across the street at Docs or enjoy an incredible meal at one of the areas great local restaurants just mins from the door!
4.98 out of 5 average rating, 112 reviews
Beach Getaway + Golf Cart & Club Access
HOST PAYS AIRBNB FEE 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 proximity/ steps to the beach
4.94 out of 5 average rating, 156 reviews
Beach front, Beach Villa 2001
✨ Captiva Chic Villas: Gulf Beach Villa 2001 – Modern Style Meets Island Charm ✨ With a splash of Miami flair and a laid-back island spirit, this privately owned 2BR/2BA villa delivers a carefree retreat on Captiva’s sugar-sand shoreline. Steps from the beach and Captiva Village, this villa blends comfort and fun with stylish ease. Watch dolphins splash and sunsets glow from your private screened lanai. Sleeps 6.
4.9 out of 5 average rating, 72 reviews
Bayside Villa 4118 Harbourview Residence Sleeps 6
This beautiful residence is a newly renovated Bayside Villa located on sunny Captiva Island! Apart from the high-end furniture and flawless renovation, it is one of just a few rental units in this community featuring an enclosed lanai overlooking the marina and a Murphy bed in the living room, granting guests additional square feet of living space and sleeping capacity of up to 6 guests.
4.78 out of 5 average rating, 41 reviewsPopular amenities for waterfront rentals near Captiva Island
Waterfront apartment rentals

Includes FREE Jet Ski Rental & Beach Chairs!
4.92 out of 5 average rating, 133 reviews
Pet-Friendly Waterfront Motel Botel
4.8 out of 5 average rating, 124 reviews
Island Castaway--Free Kayaks
4.93 out of 5 average rating, 105 reviews
Vacation in Paradise
4.99 out of 5 average rating, 157 reviews
Redfish Room in Matlacha
4.77 out of 5 average rating, 114 reviews
The Cape (1) /Gulf access.
4.87 out of 5 average rating, 170 reviews
5136 Bayside Villas, Captiva
4.86 out of 5 average rating, 64 reviews
Sundial E304: Gulf Front 3BR w/Stunning Ocean View
5.0 out of 5 average rating, 26 reviewsWaterfront house rentals

Paradise on canal minutes to Ft Myers Beach/Gulf
4.99 out of 5 average rating, 117 reviews
Luxury Canal Oasis | Pool + Spa + Walk to Beach
4.96 out of 5 average rating, 121 reviews
Dolphin beach house 2
4.97 out of 5 average rating, 328 reviews
Waterfront Pool Home. Minutes to Sanibel & Beaches
4.92 out of 5 average rating, 157 reviews
Ocean View, Heated Pool, Pickleball +Walk to Beach
4.95 out of 5 average rating, 99 reviews
Pearl of the Island for 2
5.0 out of 5 average rating, 18 reviews
Island Retreat Steps from the Beach! 2 BR / 2 BA
5.0 out of 5 average rating, 6 reviews
Waterfront Retreat, Sleeps 8, Resort Style Pool
4.92 out of 5 average rating, 48 reviewsWaterfront apartment rentals

Beachfront fully equipped apartment
4.9 out of 5 average rating, 130 reviews
Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
4.94 out of 5 average rating, 192 reviews
Gulf-front Penthouse, Lighthouse Sunrises
4.98 out of 5 average rating, 58 reviews
Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4
4.88 out of 5 average rating, 34 reviews
Sundial P204- Dreamy Beachfront Condo on Sanibel
5.0 out of 5 average rating, 49 reviews
South Sea Serenity II Coastal Luxury Beach Condo
5.0 out of 5 average rating, 16 reviews
Captiva Beachfront Condo | Direct Gulf Front
5.0 out of 5 average rating, 4 reviews
Beachfront Sanibel Escape – Steps to Sand & Sunset
4.92 out of 5 average rating, 12 reviewsOther waterfront holiday rentals

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
4.75 out of 5 average rating, 8 reviews
Casita Salida del Sol-Waterfront
5.0 out of 5 average rating, 20 reviews
Waterfront Matlacha Cottage - Sunsets & Fishing!
4.93 out of 5 average rating, 58 reviews
Sanibel on the Canal
4.97 out of 5 average rating, 29 reviews
Cayo Costa Paradise Found
4.93 out of 5 average rating, 27 reviews
Dolphin Bay House Oceanfront with private dock
4.95 out of 5 average rating, 21 reviews
Salt Shack -North Captiva Island Waterfront-Dock
5.0 out of 5 average rating, 10 reviews
Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
5.0 out of 5 average rating, 95 reviewsQuick stats about waterfront rentals near Captiva Island

Total holiday rentals
Explore 110 holiday rentals in Captiva Island

Nightly prices starting at
Captiva Island holiday rentals start at $166 SGD per night before taxes and fees

Verified guest reviews
Over 1,640 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 of Captiva Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva Island rentals

4.8 Average rating
Captiva Island stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Serviced apartment rentals Captiva Island
- Family-friendly rentals Captiva Island
- Pet-friendly rentals Captiva Island
- Rentals with a kayak Captiva Island
- Rentals with a hot tub Captiva Island
- Rentals with beach access Captiva Island
- Rentals with pools Captiva Island
- Beachfront rentals Captiva Island
- Apartment rentals Captiva Island
- House rentals Captiva Island
- Luxury rentals Captiva Island
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