Guesthouses Naples

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694 guest houses

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Rental types Cycling trips Wheelchair accessible

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Price per night from

$172

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3 bed luxury Waterfront resort Marco Island

Marco Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$524

Condo in Naples Bay Resort - Close to 5th Ave

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$344

Villa with pool & boatdock

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 54 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$155

Marco Island Paradise, on the water AMAZING VIEW!

Marco Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$258

Fort Myers / Sanibel Florida - Paradise on Palm

Iona house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$172

Responds fast! avg. 54 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$268

3BR/3BA, Waterfront Heated Pool home near Beach

Bonita Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$172

3 Bed/2 Bath Handicap Madeira Beach Gulf side Condo w/ Heated pool and Spa

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$344

Villa by the sea with salt water pool for dreaming

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$229

3 Bed Single Family Pool Home

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$359

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$115

Naples, Fla., First floor, 2BR 2BA. two blocks to

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 36 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$246

Villa Manatee, Cape Coral, southern exposure on the canal with free Wifi

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$221

“Wonderful Family Vacation with No Worries” Thank you! Our stay was lovely. The owners returned our phone calls, and were very willing to help if there was a need. The home was larger than the pictures depicted. We would love to return.

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$574

Tranquil by Belleair Beach/Largo

Largo house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$167

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Best home away from home at the beach.” I spent a lot of time searching for a bungalow at the beach and my expectations were surpassed when I opened the door! The owners were thoughtful in design, layout and furnishings to provide a laid back experience at the beach. I wished I could have stayed forever - it was that nice. I especially enjoyed the fully stocked kitchen which included colorful dishes to match the colorful walls and great blue floor! Best of all - location - you can walk everywhere as you are right in the historic Bridge Street neighborhood.

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$246

Beachfront Condo With Magnificent Views

Marco Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Absolutely wonderful experience!” My husband and I stayed in this unit for our honeymoon and we had the greatest time. We were even given flowers from the owners to congratulate us on getting married! The view was spectacular and the unit was comfortable. The building is a very short walk to the beach and the sunsets were amazing - we were able to watch them right from the balcony. I would definitely recommend this unit to anyone wanting to experience everything Marco Island has to offer.

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$287

Chic Naples Villa With Private Pool

Naples villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$222

Affordable Luxury Directly On The Gulf Of Mexico.

Clearwater apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 20 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$172

Screened heated pool, walking distance to the beach

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$373

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$147

Beauty modern vacation golf gem minutes to 5th av

Naples villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 2 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$148

Seven Lakes 55 and over Golf and Tennis Resort

Fort Myers condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$80

Villa Capri - Waterfront Luxury Home in Punta Gorda FL

Punta Gorda house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$402

SPACIOUS AFFORDABLE Golden Shores Condo - Indian Shores, FLORIDA

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lovely vacation on the Gulf Coast” Jill and Peter were very friendly, accommodating hosts. They made sure we had everything we needed and gave us all the information to make us feel like locals to the Indian Shore. The apartment is impeccably clean and spacious. I would recommend this accommodation to anyone looking for a relaxing, sunny vacation on the Gulf Coast!

Responds fast! avg. 3 hours 46 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$96

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$144

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$1,000

Family Golf Resort 'Villa Bonita' Southern Dunes

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“nice house” everything was updated and nice ,except for the mattress they are very old every time we when to sleep and got up we had back paint everybody, and everyroom they need to updated...other then that it was very nice

Responds fast! avg. 1 hour 17 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$121

Vacation rental ten auto minutes from the beach.

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$89

Charming 1 Bedroom Condo on Gulf of Mexico Beach

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$287

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

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 10 minutes

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$123

PERFECT FLORIDA GET-A-WAY WITH 5 BEDROOMS, 5 BATHROOMS & PRIVATE POOL & SPA

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$343

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$299

LUXURY VILLA RIVERFRONT, LARGE 3 BED, 2 BATH, GULF ACCESS, HEATED POOL & SPA

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$235

Beautiful 3 Bedroom 2 Bath Home in a Resort-like Community

North Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$75

Cape Golf Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$339

Modern, child-friendly villa with heated pool, right on the water with jetty

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Cycling trips, Wheelchair accessible

2 of 3 filters match

Price per night from

$253

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