
House holiday rentals in Estero Bay
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Top-rated house rentals in Estero Bay
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House rentals with a pool

***Relaxation Awaits*** Heated Saltwater Pool Home
Excellent stay! Was everything we needed. Plenty of room for 4 adults. Loved the openness of the inside. Perfect pool. Was able to swim night day & night. Patio was great to sit out in any time of the day or night. Outside patio fans were great. Matthew was helpful & kind. Beds were comfortable. Neighbor was peaceful. Perfect birthday, retirement & anniversary stay for our adult family. Would definitely stay again. Thank you Matthew!

NEW 3 BD • POOL • 3 min walk to BEACH!
Had such a great stay. The house was super comfortable and had all the touches of home—from cozy surroundings to thoughtful amenities, even in the bathrooms, which really made it nice. My (grown) kids ❤️ and I had the best time—short walk to the beach, ( full beach gear available) and the pool was perfect to come back to and unwind. The owners were super responsive to any requests we had, which made the whole experience even better. We packed in a lot of fun and laughs, and this place made it all easy and relaxing. Would definitely stay here again!

Brandnew Villa - pool & spa at canal south facing
absolutely stunning villa. pictures don't do it justice. lovely peaceful location. the pool is just amazing and the beautiful kitchen was just a pleasure to cook in. Marco was always responsive in anything we needed. we will most definitely be coming back. Thank you for a wonderful 2 weeks

New house, pool, views, elevator, steps to beach
We had a great stay! The house was very clean and we felt right at home. Very close (2 minute walk) to the beach and the pool was awesome! My entire family really enjoyed our stay, thanks for hosting us!

MiCasa SuCasa - Heated Pool/Game Room/Roomy/Quiet
The house was beautiful, the location was great, short walk to the beach right across the street, quiet safe neighborhood. Jonathan answered any questions we had right away!!! Most relaxing vacation!!

Luxury Private Pool Home with Water View
Our stay here was perfection! From the immaculate home & beautiful furnishings, it had absolutely everything we needed. It was spotless & it was evident the owners didn’t spare a dime with the decor. Amy was quick to respond any time we reached out. It was so peaceful & just what we were looking forward to. We plan to return again & won’t hesitate to recommend this home to friends & family. 5 star stay, for sure! Thank you, Amy

Beautiful River Front House with Pool and Hot Tub
El lugar esta increíble, la vista es maravillosa y cuenta con todo lo necesario para pasarlo como en casa... la alberca esta super confortable y la ubicacion es perfecta! todo esta cerca,literal no quieres irte del lugar ❤️

Remodeled 4 BR 3 Full Bath Sunshine Getaway
we had a wonderful stay! relaxing outside by pool on the new lounge chairs and cozy cage lights at night. the home is spacious and Very Clean with a beautiful kitchen that is well stocked with every day items. Steve is a Fantastic Host!! We Highly Recommend
Weekly house rentals

Bayfront Bliss
There were 8 of us for our annual family vacation. (ages from 70 to 16) This home was excellant with plenty of space for all to enjoy. This home was spacious with 5 bedrooms and bonus spaces where you could enjoy get away from the group if needed some private time. Very well decorated, comfortable furniture, tropical landscaping with great views of bay. Located on dead end street and walking distance to beach. The screened in pool/hot tub was enjoyed by all.

Pristine Lake Home, Pool, Spa, Gas Fire Pit
Great location, 10-15min to the beach and great neighborhood! House is very clean, the amenities are excellent, we spent all the time from the beach to the pool to the beach and back. We felt right at home! Great find, Dave was very communicative and friendly, thanks again for hosting us!

819 Tropical Bliss · Heated Pool/Spa · Walk2Beach
The house was beautiful and in a good location. Close to everything we needed along with shopping and restaurants. The hosts were very accommodating with our late check in and replied quickly to our questions.

Beautiful Bay Views&Sunsets 2/2Walk to beach/ Pets
We loved our stay. The location is great. Close enough if you want to get to the bustle of the main”beach” area but further south if you want to easily walk to a quiet gorgeous beach. The beach is walkable. .4 miles as listed. There is a beautiful lagoon behind with many dolphins playing in it during our stay. We also took out kayaks and they swam right by our boat! Publix is 1.2 miles away so very convenient. A few good restaurants very close by. Comfortable beds. Kitchen could be a bit more stocked. Overall excellent stay.

Peaceful 2/2, w/ relaxing patio, close to beaches
I stay in four or five Air BNBs a year on average, and Jacklyn's place is definitely at the top of my list. The bicycles provided were great, as it is only about a ten minute ride to the beach and saves you the $ 10 parking fee. The layout of the community is such that not every street feeds out on to the main highway, so it was surprisingly peaceful given how close it is to just about everything. Walmart is only a half-mile away (less than a five minute bike ride if you are inclined), and there are a lot of convenient options for restaurants and just about anything else you could want. The house was super clean. I loved the walk-in shower. I don't get to Naples very often, but the next time I do I will definitely check to see if this property is available before looking at any other option.

Luxury Urban Oasis just steps from the beach!
We booked a couples getaway and this Airbnb was perfect!! Kelley was super responsive and flexible with the check in time. The amenties in the house were amazing. The kitchen had everything we needed....coffee machine, plates/utencils, even and air fryer! The beach was a 5 minute walk (loved that chairs, umbrell and a wagon were provided as well!) and a 15 minute walk to the Times Square area. The interior design of the home was amazing and the details really made it a trip to remember.

Sunny Florida Oasis with Heated Pool & Hot Tub
Everything we could have hoped for close proximity to airport and beaches plus heated pool and hot tub they added a surprise pool table that wasn’t in the listing. We arrived in the area a little earlier than expected and Christina worked with us to get us in early. Would highly recommend this listing to anyone.

Beachfront Island Retreat | 360 Views & Privacy!
If you are looking for a Maldives trip in Florida, then book here! We had a flight delay and missed our ferry and Joe was proactive helping us book a captain to transport us to the home after hours. Not only is the place EXACTLY like the pictures you could not find more serene surroundings to drink your morning coffee and watch gorgeous sunsets on the deck with your family. Cooking at the house takes so much pressure with traveling with the toddler even though we booked Bo the private chef for the evening. Loved driving around the golf cart and now our almost two year old’s new word she learned, turtle after one she saw exploring. We saw dolphins as captain chris drove us back to the dock to go home, the worst part was having to GO HOME! 10/10 recommend. Book with Joe!
Private house rentals

Renovated House 1King & 3Qeen Beds & Private Yard
Huge, clean and fun location. We ran out of time and wish we had time to use the beach chairs and umbrellas, bbq and Foozball but the place was big enough to have several couples in the four bedrooms. Restaurants were less than a mile’s walk. Met the hosts personally and a pleasure.

Heated pool/Hot spa/Grill/1 mile to beach
Beautiful, pristine, home! We loved the house and the neighborhood. The backyard is delightful. Abraham is the best host we've experienced! Will definitely visit again! P.S. perfect for our dogs too :)

Pool, Hot Tub, Kayaks, Dock & Canal w/ Gulf Access
I’m so glad that several other properties failed to respond to a boat question we had, which led me to finding Villa Agua Vista. Tonya responded to all my questions quickly or would always get back to me when she didn’t have an immediate answer. From start to finish Tonya was super easy to work with. Always helpful and very quick to respond. Definitely delightful and personable - a super host for sure! The property and its amenities were amazing. We used the kayaks a couple times and some of the fishing gear came in handy. The spa and pool were rarely lonely. We decided to replace our usual spring break on the sand with some place to moor a boat and it was great. The house was top notch, all the basic simple things were waiting for us. If you want to find something to complain about, I seriously doubt you can or would. The photos don’t do the home justice but they also don’t lie. So don’t over think it and just book with Tonya.

Heated Pool, Arcade, <10 min Beach ~ 25 min to RSW
This place was prettier than I remembered from the photos! The pool area is fantastic, and the overall layout of the house was great. It was very comfortable and clean, and my boys absolutely loved all the fun stuff in the garage! It was only a 5 minute drive to the Foxtail Coffee nearby, as well as many other restaurants and grocery stores. I would definitely recommend it to anyone!

Morning Glory - Walking Distance to Surfside Shops
The house was beautiful! Very peaceful and comfy. My family and I really enjoyed our stay.

The Trellis House With Sauna (Pool not Heated)
Wonderful Host and close to everything! This home had all of the essentials needed, plus more! We highly recommend and will be sure to stay again when in the area.

Villa Sunset Serenade II
Loved our family vacation! Highly recommend staying here! The house was beautiful and the pool/hot tub was a favorite! The beds were also very comfortable! Loved how peaceful the canal was! We can’t wait to visit the area again!! Thank you Sebastian!!

Newly Renovated Bonita Shores Home with Pool!
Looks exactly like the photos! So clean, perfect and beautiful! Lovely quiet neighborhood that’s walkable and safe as well. Absolutely loved this property and so did my parents, will book again next time we’re in town!
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- Morgan Beach
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples
- Talis Park Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Sanibel Island Northern Beach