Family-friendly holiday rentals in Estero Island
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Top-rated family-friendly rentals in Estero Island
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Estero Island family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Naples
4.96 out of 5 average rating, 153 reviewsLuxe Beach Home! Perfect for the Whole Family
17–24 Jul
Condo in Naples
4.85 out of 5 average rating, 156 reviewsGround Floor, A+ Location Club Membership Included
2–9 Aug
Apartment in Cape Coral
4.77 out of 5 average rating, 115 reviewsStudio STARFISH / Cape Coral * Beach Resort *
25 Nov – 2 Dec
Bungalow in Fort Myers
4.93 out of 5 average rating, 285 reviewsRowan's Retreat - Historic Downtown Fort Myers
23–30 Sep
Home in Fort Myers
4.98 out of 5 average rating, 111 reviewsThe Parsonage-Private Villa-Heated Pool & Spa.
16–23 Oct
Home in Naples
4.87 out of 5 average rating, 154 reviewsGulf access, tropical river front. Heated pool/Spa
3–10 Oct
Apartment in Fort Myers
4.94 out of 5 average rating, 114 reviewsQueen Palm-Lrg. 2nd flr. apt-Kg Bd, great reviews!
27 Jan – 3 Feb
Home in Cape Coral
4.9 out of 5 average rating, 130 reviewsVilla Scottsdale -Waterfront Home with Pool
8–15 Jun
Family- and pet-friendly home rentals
Home in Cape Coral
4.96 out of 5 average rating, 157 reviewsSurfside Elegance SW Cape Coral Luxe Vacation home
1–8 Aug
Guesthouse in Fort Myers
4.97 out of 5 average rating, 279 reviewsChameleon Guest Cabana
19–26 Feb
Townhouse in Naples
4.83 out of 5 average rating, 156 reviewsRoyal Palm flat Bay side shoppes
21–28 Sep
Condo in Sanibel
4.72 out of 5 average rating, 119 reviewsSanibel Romantic Getaway
25 Aug – 1 Sep
Home in Bonita Springs
4.85 out of 5 average rating, 124 reviewsCoastal Charm: Your Vacation Oasis
11–18 Sep
Townhouse in Fort Myers
4.89 out of 5 average rating, 176 reviewsHideaway at Hidden Palms Cove
27 Sep – 4 Oct
Home in Naples
4.97 out of 5 average rating, 142 reviewsBella Casa at the Beach 4 bd rms w/2 EnSuites
22–29 Oct
Cottage in Naples
4.89 out of 5 average rating, 225 reviewsHouse w/Heated pool close to Vanderbilt beach
2–9 Sep
Family-friendly home rentals with a pool
Home in Cape Coral
4.99 out of 5 average rating, 211 reviewsGulf access waterfront heated pool
1–8 Aug
Guesthouse in Fort Myers
4.92 out of 5 average rating, 103 reviewsThe Hummingbird House: life's simple pleasures!
24 Nov – 1 Dec
Home in Naples
4.9 out of 5 average rating, 146 reviews841 Vanderbilt Beach Bliss • Lux Waterfront Home
9–16 Mar
Home in Cape Coral
4.92 out of 5 average rating, 158 reviewsDreamvilla Louisiana in Cape Coral
8–15 Jan
Home in Cape Coral
4.9 out of 5 average rating, 244 reviewsYour Private Waterfront Escape: Pool & Gulf Access
25 Jun – 2 Jul
Home in Naples
4.95 out of 5 average rating, 171 reviewsCathedral Heights
26 Apr – 3 May
Condo in Naples
4.91 out of 5 average rating, 146 reviewsPark Shore Resort Modern Top Floor 2 Bed 2 Bath
17–24 Dec
Home in Naples
4.89 out of 5 average rating, 223 reviewsBrand new, modern 4/3 villa w/ screened-in pool
11–18 Apr
Destinations to explore
- Naples Holiday rentals
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- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
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- Family-friendly rentals United States
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- Family-friendly rentals Naples
- Family-friendly rentals Anna Maria Island
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- Condo rentals Estero Island
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- Rentals with a hot tub Estero Island
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- House rentals Estero Island
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- Beach condo rentals Estero Island
- Family-friendly rentals Lee County
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