Holiday rentals with a pool in Sanibel Island

Right on the Beach with the Best Views and Rates!

Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. Sustained min. damage from Hurricane Ian. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Steps to the beach + 2 Bikes | Weekly Stays

Discover Loggerhead Cay 443, a luxury 2/2 Sanibel Island condo rental in a beachfront complex. This pristine coastal unit features a private lanai, a chef's kitchen, filter drinking water system, 2 bikes, king suite, and 2 full beds in the guest room. Enjoy direct Gulf beach access, heated pool (heated in winter), tennis/pickleball, BBQs, shelling stations, and biking trails w/2 bikes. Perfect for families, couples, or friends seeking shelling, sunsets, and the ultimate Sanibel vacation getaway.

Serene Ocean View Escape at Sundial Resort

Private lanai with stunning ocean views — perfect for morning coffee or unwinding in the evening as the sky softens at sunset. Located on the 3rd floor with elevator access, combining great views with easy convenience. Spacious king bedroom with a premium mattress and plush linens for restful nights. Fully equipped kitchen and dining area for evenings in, or take advantage of Sundial’s on-site restaurants just steps away. Resort amenities include restaurants, pool, and a convenience store.

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.

Relaxing beachfront condo Sanibel - Sandalfoot 5B2

Discover the ultimate retreat in this newly renovated 1-bedroom, 1-bath beachfront condo, located on the second floor of the coveted Sandalfoot Beachfront Condominium. With easy access to Sanibel’s pristine beaches and a peaceful, tranquil atmosphere, Unit 5B2 is the perfect escape for anyone looking to relax and enjoy the island’s natural beauty. This property is professionally managed by Gulf Coast Vacation Rentals. Unit 5B2 has been thoughtfully redesigned, offering a fresh, modern space

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas 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.

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Wind + Tide - heated pool, bikes, on the beach!

We are excited to start welcoming guests back to the island! **Please note that certain areas of the complex may still be rebuilding from the hurricane, so you might experience some level of noise during your stay depending on your dates.** Take advantage of discounted rates for the remainder of 2025! Our pool is brand new and beautiful! If you have any questions or concerns, please ask. Thanks for being part of our healing process and supporting the island!

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Spectacular Sanibel condo near beach with pool

Come be our guest to enjoy your visit to world famous Sanibel Island. This newly renovated, beautifully appointed two-bedroom, two-and-a-half bath townhouse-style condo comfortably sleeps 6 and is a short seven-minute walk to the gorgeous Gulf beach. The West End of Sanibel allows beachgoers to wander for miles surrounded by nature. There are vast expanses of unspoiled beach where nothing man-made can be seen.

Sundial A301- Gorgeous Beachfront Residence

Introducing Sundial A301- Located at Sanibel's most sought after resort community! This stunning 2 bedroom, 2 bath condo afters all the conveniences of home paired with incredible wrap around views of the Gulf of Mexico! Spend your sunny Sanibel days enjoying the sights and sounds of the beautiful blue water and the incredible Florida sunsets! We looking forward to welcoming you to paradise soon!