Holiday houses in Tarpon Bay

4.97 out of 5 average rating, 119 reviews

Tiny home in Cape Coral

Private Hot Tub | King Bed Loft | Hammock Swings

🛜500mbps+ WiFi 🏠Fully private + Private entrance 🌴Hammock Swings ☀️ Outdoor Patio 🦩Private Hot Tub 🥑Kitchenette w/ electric hot plate 😴King Size Bed Loft 📚Work Desk 📺 55 inch Smart TV + Roku ❄️ Cold A/C 🚘 1 parking space Ask about our optional Romantic Occasion Package perfect for anniversaries or a couples getaway ✨❤️ NOTE: Accessing the bed requires climbing a ladder. While sturdy and secure, it may not be suitable for guests with mobility limitations, so please consider this before booking.

4.95 out of 5 average rating, 85 reviews

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.

Superhost

5 out of 5 average rating, 4 reviews

Sundial A208- Stunning Beachfront 2BR at Sundial

Introducing Sundial A208- A true island oasis featuring phenomenal gulf front views! This beautifully updated and decorated condo offers all the luxuries of home with those spectacular Gulf views and magnificent sunsets to match! Featuring 2 bedrooms and 2 bathrooms and a fully stocked & equipped kitchen to make your stay as comfortable and enjoyable as possible! Available for the first time since its complete renovation in 2025, don't miss out on the opportunity to experience some of the finest

4.99 out of 5 average rating, 216 reviews

Home in Cape Coral

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!

4.97 out of 5 average rating, 143 reviews

Guesthouse in Fort Myers

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

4.97 out of 5 average rating, 30 reviews

Home in Cape Coral

Villa Sunset Serenade II

Komplett renoviert und neu eingerichtet! Erleben Sie die schönsten Wochen in der brandneu durch ein professionelles Designerteam komplett renovierten Villa Sunset Serenade II. Das mit einem tollen Lichtkonzept ausgestattete offene Wohnzimmer mit der nagelneuen großen modernen Küche der Ess- und Kochinsel sowie mit Kamin und Großfernseher. Die große italienische Ledercouch mit den großen elektrischen Sessel erlaubt einen tollen Blick auf den breiten Kanal und laden zum genießen ein.

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 118 reviews

Ready to Enjoy again! Everything is brand new!

This vacation rental unit has been totally rebuilt and is now ready to welcome guests again! Nearly everything is brand new and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

4.87 out of 5 average rating, 649 reviews

Home in Fort Myers

Vacation House Next To Sanibel Island And Captiva

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee, tea and water 2. Bikes, Paddle boards 2 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

Guest suite in Saint James City

4.98 out of 5 average rating, 108 reviews

Waterfront island private suite with private pool

Take it easy at this Island, PRIVATE, waterfront getaway! Enjoy a large PRIVATE electric heated pool, located directly on canal. Completely private entrance. Please be aware that Pine Island is a somewhat remote island without many commercial businesses and no public beaches but there’s more than plenty to do! 5 restaurants within 1 mile by car and many more within 8 miles. Located on a quiet residential street, directly on the water. Car is a must!

4.94 out of 5 average rating, 17 reviews

"Seaspray" - beachfront, Amazing GULF VIEWS!

Hurricane Update: When Hurricane Ian hit on September 28, 2022 it devastated the island. Many complexes are still recovering. There is a likelihood that you will hear construction noises throughout your stay from our complex or neighboring complexes depending on the dates of your stay. We appreciate you being part of the healing process. There are plenty of local restaurants and shops to experience during your stay! #SanibelStrong

4.98 out of 5 average rating, 55 reviews

2 Bedroom Island Oasis Getaway

Hi to all of our past & future guests. Our home is such a great place to stay, we are just steps from the water, fishing & the beautiful sunsets. We have space for your boat or you can rent one locally. Completely remodeled home as of March 2022, there is a master bedroom and a 2nd bedroom along with a large bathroom. Guest will have access to the entire house including the lanai, patio, boat dock, boat ramp and parking.

4.91 out of 5 average rating, 22 reviews

Weekday Special Rates! Waterfront 3/2 Pool Home!

Welcome to your perfect island escape in St. James City! This stylish waterfront home has everything you need for a relaxing and fun-filled stay. You’ll be just minutes from great local restaurants and right on the water for easy access to Pine Island Sound and beyond. Whether you’re boating, biking, or just lounging by the pool, this home is your ideal base for a laid-back Florida vacation.

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Other great holiday rentals in Tarpon Bay

5 out of 5 average rating, 5 reviews

Sanibel Island retreat with private beach- Unit 10

JanRating, 5 stars3 weeks ago

Very close to the beach - nice calm location!

5 out of 5 average rating, 6 reviews

Sundial P204- Dreamy Beachfront Condo on Sanibel

SarahRating, 5 stars3 weeks ago

Exactly as listed in the photos. Perfect for our group of 5 adults. Just enough space that we weren’t on top of one another with good conversation spaces to hangout. The host was extremely responsive via chat. We were at the Sundial for a wedding so we didn’t explore the area much but we would absolutely stay here again.

Home in Sanibel

5 out of 5 average rating, 4 reviews

Gulf House with pool and generator.

SusanRating, 5 stars1 month ago

We actually own a condo on Sanibel so I feel we are fair "judges" and I must say that everything about this rental was absolutely fantastic. I must emphasize the word everything. Needless to say the property is beautiful, and everything you could ask for is is provided. As a host Sanjeev is wonderful. He is easy to communicate with, answers any questions you might have and so accommodating. Each and every photo of this beautiful property is exactly what you will see when you arrive.

5 out of 5 average rating, 20 reviews

Home in Cape Coral

Backyard Dream-Oasis! - Heated Pool

VivianRating, 5 stars3 weeks ago

We had a wonderful time. Thank you!

5 out of 5 average rating, 17 reviews

Tranquility, pool, ocean access, boat lift

DanielRating, 5 stars1 week ago

Just finished a 4 night stay in St. James City. Couldn’t be happier with responsiveness of the hosts. Tina and Kenneth went above and beyond to make our stay perfect. The home was even more beautiful in person. My family loved the pool and dolphin sightings from the dock. We will be back for sure!

4.96 out of 5 average rating, 55 reviews

Island Fun In The Sun! Water on 2 Sides

JaclynRating, 5 stars5 days ago

This Airbnb was great! The place is just as described and the photos don’t due justice to the beautiful water view. The house was very comfortable, clean, and was stocked with everything we needed. This host was responsive and accommodating. Would highly recommend and would definitely stays again!

Cottage in Saint James City

5 out of 5 average rating, 51 reviews

Waterside Cottage

SandraRating, 5 stars1 month ago

Chris and Iveta’s place was everything we could have hoped for.. it was extremely clean and the location was perfect. We brought our boat over and were able to leave it in the water right behind the house so we didn’t have to fight the traffic at the boat ramp. The house was beautiful, the bed was extremely comfortable, we literally had everything we needed with no stress. The restaurants are wonderful and are very close to the house, or the house has a beautiful kitchen and a grill outside. I have stayed in Captivia in the past but I will definitely be coming back to stay here next time. If you are looking for a peaceful retreat in a beautiful home on the water I highly recommend staying here.