Family-friendly vacation rentals in Old Naples

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Old Naples family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An outdoor tennis court is surrounded by lush greenery and palm trees. The court features a classic layout with clear lines marking the boundaries. Blue skies are visible overhead, enhancing the open and inviting atmosphere of the area.
Condo in South Naples
4.93 out of 5 average rating, 159 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

NancyRating, 5 stars1 week ago
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎
Top guest favorite
A private outdoor area features a heated salt-water pool and spa, surrounded by a spacious stone patio. Six lounge chairs are arranged around a circular table, providing ample space for relaxation. Lush greenery and palm trees create a secluded atmosphere, enhancing the tranquil setting.
Home in Naples Park
4.84 out of 5 average rating, 191 reviews

FULL Reno LARGE Beach House w/ Pool & Spa

KarenRating, 5 stars1 month ago
Stayed for 5 nights with husband, 2 kids ages 11 and 12 along with Grandparents for a relaxing Spring Break getaway. The house was beautiful. Kitchen contained everything needed to make meals. Was great to have a washer and dryer. House is located close to beach and shopping. The highlight for us was the hours spent in beautiful backyard. The spa and pool were amazing! There is a covered area by pool where we ate many meals and played card games. Eric was very responsive whenever we had had a question.
Top guest favorite
An outdoor dining area features a large table with colorful cushioned chairs, situated next to a heated pool and hot tub. A ceiling fan provides comfort, while the screen enclosure ensures a pleasant atmosphere. Scenic views of the waterfront enhance the setting.
Home in Pelican
4.83 out of 5 average rating, 125 reviews

Villa Oasis - Beautiful Pool/SPA Home on Canal

SusanRating, 5 stars3 months ago
We loved the house and how peaceful the neighborhood is. Great location near many restaurants and shopping, but still had a quiet stay. I would recommend having a rental car. The house was very clean and pictures are accurate. We enjoyed the lanai with comfortable seating, pool and hot tub. I would stay here again.
Superhost
An aerial view showcases multiple tennis courts surrounded by lush greenery. The courts are equipped with overhead lighting and shaded areas. Tropical palm trees are positioned along pathways, and nearby buildings feature terracotta roofs, enhancing the tranquil setting.
Apartment in East Naples
5 out of 5 average rating, 6 reviews

Chic resort, 4 pools, walk to 5th Ave Restaurants!

TaylorRating, 5 stars1 month ago
Alan’s place was absolutely perfect! The cottages are adorable and make you feel like you are right at home. Everything is close by and the club itself was great with my 3 year old. We had a fantastic trip and look forward to hopefully returning next year! Alan is a great host and explained the condo exactly the way we found it, there was nothing missing whatsoever. Highly recommend renting from Alan at the cottages!
Top guest favorite
A screened patio area contains a hot tub and pool, surrounded by palm trees and lush greenery. Comfortable seating arrangements are visible, alongside a spacious layout that invites relaxation. The outdoor space is bathed in natural light, enhancing the tranquil atmosphere.
Home in South Naples
5 out of 5 average rating, 16 reviews

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

JaylynRating, 5 stars8 months ago
Carla’s place was absolutely beautiful and she was a wonderful host! Extremely helpful and responsive with lots of great recommendations. The house was clean and just as described and we never wanted to leave the pool. Thanks Carla for an awesome stay - we will definitely be back!
Top guest favorite
Home in Estero
4.89 out of 5 average rating, 98 reviews

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME

CharlieRating, 5 stars6 months ago
Enjoyed this just as much as the first time we stayed here. If we come back down this way we will definitely book Lis & Tim's place.
Superhost
A modern bathroom features a spacious vanity with a granite countertop and a large mirror. A glass-enclosed shower with decorative tiles is situated at the back, and neatly arranged white towels are displayed on the countertop for convenience.
Home in Pelican
4.68 out of 5 average rating, 22 reviews

Villa Memory Lake

AlisaRating, 5 stars16 months ago
We were in the house for a week with another couple. It was the most enjoyable time as we had full privacy and all the amenities of the resort, but only for ourselves. House is very clean, specious, and delivers everything you see on pictures and more. The management is caring. They are available if you need them but are not overwhelming you, and they respect your time and privacy. Overall, it was a great experience and would recommend it to anyone.
Superhost
The exterior of a luxury home is surrounded by lush green landscaping and palm trees. A paved driveway leads to a two-car garage. The entrance features an arched design with multiple windows, enhancing the inviting appeal of the property.
Home in Pelican
4.81 out of 5 average rating, 26 reviews

Palms Oasis 4/3 Pool Spa Tiki Hut and Boat Dock

TashaRating, 5 stars13 months ago
We had the BEST time-taking a last min vacation, would definitely stay again! Beautiful home, amazing pool, lots to do! Definitely recommend!

Family- and pet-friendly home rentals

Superhost
A light-colored house with a covered porch featuring an orange umbrella stands surrounded by lush greenery. The property showcases a paved driveway leading to a two-car garage, contributing to a welcoming tropical ambiance.
Home in Fort Myers Beach
4.89 out of 5 average rating, 232 reviews

La Casa On Mango, heated pool-5 min walk to Beach

RobynRating, 5 stars4 months ago
My family met at FMB for Christmas and stayed at Andy’s house and it was just what we needed! The location is great, quick walk to the beach and restaurants and shops. The area is definitely still a mess from hurricane Ian, but places are starting to reopen and the beach is still lovely and clean. The house had everything we needed to cook meals and lots of stuff to take to the beach!
Top guest favorite
Home in Naples Park
4.98 out of 5 average rating, 116 reviews

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

JeanneRating, 5 stars1 month ago
We spent our family vacation at Katherine’s home in March 2025. Our vacation consisted of Myself and my husband, Our two sons and daughters in law and 3 children under 3 1/2. We enjoyed every minute from check-in to check-out. The house was very spacious, clean and childproof. The lanai area was perfect for relaxing! The pool was great, with a landing that was perfect for our 1 year old grandson to play. Our granddaughters lived in the perfectly heated pool when we were there. The pool lighting and uplighting were gorgeous. Katherine’s house was well stocked, plenty of pool toys, bikes and beach stuff. The location was perfect, with lots to do! We had such a good time, lots of memories and would highly recommend for your family vacation.
Top guest favorite
Cottage in Naples Park
4.9 out of 5 average rating, 242 reviews

Cottage Close to Vanderbilt Beach Heated Pool

KendraRating, 5 stars1 month ago
We didn’t want to leave! Such a great house and location. It had everything we needed, including all kitchen ware. It was so nice being able to go up to Whole Foods & Trader Joe’s close by to cook at the house. The pool and screened in porch were so lovely. We’d definitely stay here again.
Guest favorite
A comfortable living area features a brown leather sofa and two patterned chairs, arranged around a glass coffee table. A ceiling fan is mounted above, and natural light is welcomed through skylights. A framed artwork and a door leading to another room are visible.
Home in Pelican
4.83 out of 5 average rating, 63 reviews

SW Cape Entire 2/2 Duplex and POOL!

Stanley DeanRating, 5 stars3 weeks ago
We stayed at John's home for 8 nights and thoroughly enjoyed our stay. John was an excellent and thoughtful host and the place was just as presented in the photos. The home was spotlessly clean, the kitchen well equipped and the pool was great! We also appreciated John checking in with us during our stay to make sure we were enjoying our time there and had what we needed. We would definitely return.
Guest favorite
A casual living area features a plush sectional sofa with bright throw pillows. Three nested coffee tables are positioned on a soft area rug, and natural light filters in through sheer white curtains, highlighting a bookshelf filled with books.
Cottage in Naples Park
4.81 out of 5 average rating, 100 reviews

Cozy Cottage Near Vanderbilt Beach

DivineRating, 5 stars3 weeks ago
Everything was great, the house was amazing and the host was very responsive when texted. I had an amazing time with my friend for my birthday! 10/10 recommend😊
Guest favorite
Home in Pelican
4.94 out of 5 average rating, 178 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

AmyRating, 5 stars3 weeks ago
Exceptionally beautiful interior. The pool was wonderful. The beds were very comfortable.
Superhost
The bathroom features a modern vanity with a clean white countertop and dark cabinetry. Natural light filters through a large window, enhancing the neutral-toned walls. A minimalist decor style is complemented by an art piece on the wall, while essential amenities are neatly arranged.
Home in Naples
4.89 out of 5 average rating, 231 reviews

Modern 4 bedroom villa w/ private heated pool

JillRating, 5 stars3 months ago
Great location in Naples close to shopping and restaurants. House was beautiful and well appointed, great for families. plenty of space. Gorgeous lanai and pool. Will definitely stay again and recommend to other travelers.
Superhost
The exterior of the vacation rental features a pastel blue structure with a welcoming deck. Two chairs are positioned on the upper level balcony. A palm tree stands in front of the property, and the driveway is paved with bricks.
Apartment in Fort Myers Beach
4.92 out of 5 average rating, 12 reviews

FMB Beach House. Remodeled! Ground Level.

KellyRating, 5 stars1 month ago
The location was absolutely perfect- super easy walk into town to grab lunch and dinner, and super easy walk to beach- and the cute little beach bars with music. The back patio was right on the canal and perfect to have a cup of coffee in the morning and a cocktail in the afternoon. Would highly recommend this place if coming to FMB.

Family-friendly home rentals with a pool

Guest favorite
A compact workspace is set against a light grey wall, featuring a small wooden desk with a laptop and minimalist chair. Two framed prints of fruit hang above, adding a pop of color to the area.
Home in Pelican
4.89 out of 5 average rating, 44 reviews

Villa Seven Palms 3bed/3bath w/ South facing pool

GaryRating, 5 stars9 months ago
Lovely clean home. Bright and airy with clean decor and furnishings. Spacious and spotless pool area with relaxing pool. Host was easy to deal with and management company were very attentive. Would recommend
Guest favorite
The outdoor pool area features clear blue water surrounded by palm trees. White tables and chairs are arranged nearby, and lounge chairs are positioned along the pool's edge. A tennis court can be seen in the background, providing additional recreational space.
Condo in Fort Myers
4.76 out of 5 average rating, 84 reviews

Sunny Florida condo!

JesseRating, 5 stars2 weeks ago
One of my favorite Airbnb rentals to date. The condo was clean, quiet and had everything we needed/wanted. On top of the space being great, Ken and Becky were amazing hosts. I usually stay in different places each time, but I'll be staying here anytime I'm in or near Fort Myers it's that good. 100% recommend booking with them !!
Superhost
Home in Caloosahatchee
4.72 out of 5 average rating, 89 reviews

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks

NikiRating, 5 stars1 month ago
The place was nice. The only frustrating part was not having a washer and dryer for a few days and was stressing on our vacation about it. The host did let me know a few days before our stay and said it would be fixed. We got there on the 20th and it finally got fixed on the 24th. Other than that bump in our vacation everything was good. I’m just thankful Patricia was on top of it. The pool was cold when we got there but she told us how to heat it up and it was so nice to swim in a warm pool at night. My kids and I caught a stingray, catfish and a couple other ones on the canal. Got some shrimp a few miles away. We also saw a dolphin swim by! It was really relaxing sitting by the pool watching the boats go by in the morning. We are about 30 mins to Fort Myers. It depends on the traffic. There is everything you need with in a few miles. If you want a good pasta place to go check out TWO MEATBALLS IN THE KITCHEN. We loved that place!
Top guest favorite
A colorful playground is set within a sandy area, featuring a yellow slide and climbing structure alongside swings. Surrounding trees provide shade, creating a welcoming environment for children to play. Nearby, a sheltered area is visible, offering space for relaxation.
Home in Naples
5 out of 5 average rating, 26 reviews

Briarwood Paradise - The Briarwood Rental Company

ShannonRating, 5 stars4 months ago
The home was beautiful, clean, and well equipped. Very quiet safe neighborhood, took several walks. The pool was great!
Guest favorite
A modern kitchen is presented, featuring white cabinetry and a smooth granite countertop. Stainless steel appliances, including a microwave and oven, are visible. A double sink is set into the countertop, with soft lighting illuminating the space, enhancing its clean and functional design.
Home in Fort Myers Beach
4.86 out of 5 average rating, 63 reviews

SeaClusion Oasis

JodieRating, 5 stars2 weeks ago
The Bay and Beach were both very walkable just as described. We rented bikes for our boys for reasonable prices and very easy. House was comfortable and pool was relaxing after a day at the beach. We thoroughly enjoyed it!
The bathroom features a light-colored granite countertop above wooden cabinets, complemented by a mirrored light fixture. A bathtub with a shower is enclosed by a patterned curtain, while a small window allows natural light to enter the space.
Home in Naples Park
4.85 out of 5 average rating, 131 reviews

★Private 5 Star Pool Home: 5 min to Beach★

JordannaRating, 5 stars3 weeks ago
We always love staying at Anna’s place. The house is very clean and close to many shops and restaurants, as well as the beach. It was well-stocked and we didn’t run out of anything, which was great. Communication was easy and she is always very responsive to any questions or concerns. Thanks for another great stay!
Top guest favorite
An oversized kitchen features a large island with four barstools and stainless steel appliances. White cabinetry provides ample storage, and a dining area with a table is visible in the background, well-lit by overhead lights.
Home in Bonita Springs
4.98 out of 5 average rating, 40 reviews

Two with the Tide - Pool, Privacy & Memory Making

JeffreyRating, 5 stars1 month ago
One of our best stays EVER. Kim accomodated our VERY last minute request to book and we still walked into a squeaky clean, beautiful house. We had such a great time and felt right at home. Our kids thoroughly enjoyed the bunk bed room and screened in pool! The layout of this house is a dream. We did not want to leave! Kim is an extremely responsive and gracious host. Everything is clean and comfortable and there is no shortage of restaraunts, shopping, white sand beaches and fun activities for the whole family. We will absolutely stay here again.
Superhost
Home in Fort Myers Beach
4.74 out of 5 average rating, 84 reviews

Beautiful Beach House with Pool

GaryRating, 5 stars2 weeks ago
Perfect location. No traffic on the street. Beach access at the end of the street. Everything was walkable. Having a pool was a huge bonus. Cooler and a wagon with beach chairs made going to the beach so much easier. Experience was great. Would definitely stay again.

Quick stats about vacation rentals that are family-friendly in Old Naples

  • Total rentals

    220 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    2.5K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    170 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

Destinations to explore

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