Vacation Rentals & Apartments in Naples

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Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Safe Swing set or jungle gym Walking trips

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Price per night from

$266

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Safe Swing set or jungle gym Walking trips

All filters match

Price per night from

$401

Match: Safe Swing set or jungle gym Walking trips

All filters match

Price per night from

$401

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Safe Swing set or jungle gym Walking trips

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Price per night from

$335

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Safe Swing set or jungle gym Walking trips

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Price per night from

$287

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Safe Swing set or jungle gym Walking trips

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Price per night from

$172

Solterra Resort - 5 Bed 4.5 Baths Villa

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Safe Swing set or jungle gym Walking trips

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Price per night from

$291

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Comfy Camping Glamping Rentals in Alafia River State Park SITE A

Lithia tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$148

Florida Home with Private Fishing Pond- See Nature Not Neighbors

Odessa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$143

Tropical Tiny spa home

Tarpon Springs cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 18 minutes

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$113

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$114

2 bed/2 bath Naples Condo(Gated Commun.)- sleeps 6

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 9 minutes

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$123

Villa Maria Salt Sun

Largo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$417

Peace and Quiet in Gated Community on Boca Ciega Bay

Gulfport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$77

Suncity Center House With Wonderful Lake View And Piano

Wimauma house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$172

Manasota Beachy Cottage

Manasota Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our 2017 vacation” This was our first time ever renting a house. Peter was the best. This house had everything we need or wanted. It was super clean and beautiful. The screened porch was perfect to drink coffee in the morning. Didn't have to worry about the bugs or anything. Beach was a short walk around the corner over a bridge. The town was great and hardly no traffic. Safe for younger kids to play in the yard. Can't wait to rent again next year. Thank you!!

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$155

Responds fast! avg. 11 minutes

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$132

Peaceful escape at Pelican Sound Club

Estero apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$229

Responds fast! avg. 54 minutes

2 of 3 match: Safe, Walking trips, Swing set or jungle gym

2 of 3 filters match

Price per night from

$267

5 min to the Beach, Sleeps 6

Nokomis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$136

Heated pool house

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$230

*Just Launched* Fully-Stocked Clean Cabin in Tampa

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$207

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$109

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$103

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$628

Nash Street Oásis

Clearwater house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$286

Spacious Fun Tampa Haven: Games | Pool | 7-15 min From Everything

Carrollwood house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$571

BoHo Style Home [Playset, Patio / 5 min Clearwater Beach]

Clearwater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$207

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$239

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$401

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$178

Make Memories at Paradise in Bella Terra - Amazing Vacation Condo!

Estero condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$149

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$192

GUEST HOUSE

Fruitville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 29 minutes

2 of 3 match: Walking trips, Safe, Swing set or jungle gym

2 of 3 filters match

Price per night from

$107

Luxury waterfront retreat with Sailing

Saint James City b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$856

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$137

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$476

Beach front condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Swing set or jungle gym, Walking trips, Safe

2 of 3 filters match

Price per night from

$430

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rentals in Naples

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