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Water sports
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996 condos

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Bocilla Island Club 2 Pools, boat dock, private 400 ft fishing pier

Bokeelia condo

2 bedrooms
3 bathrooms

sleeps 6

Match: Rental types Children's pool Water sports Car not required

All filters match

Price per night from

$218

Fort Myers Beach 1st Floor

Fort Myers Beach condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 11 minutes

3 of 4 match: Children's pool, Rental types, Water sports, Car not required

3 of 4 filters match

Price per night from

$138

Snow Birds Retreat - directly on the beautiful white sand beach! GREAT POOL!

Fort Myers Beach condo

2 bedrooms
2 bathrooms

sleeps 5

3 of 4 match: Children's pool, Rental types, Water sports, Car not required

3 of 4 filters match

Price per night from

$373

Fun Awaits at Luxurious Resort Condo: Fabulous Amenities, near Beach/Downtown!

Naples condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Water sports, Rental types, Children's pool, Car not required

3 of 4 filters match

Price per night from

$316

LUXURY UPDATED “BEACHFRONT”, Riviera Club Fort Myers Beach, SUNSET VIEWS!!!!!!!!

Fort Myers Beach condo

2 bedrooms
2 bathrooms

sleeps 4

3 of 4 match: Children's pool, Rental types, Water sports, Car not required

3 of 4 filters match

Price per night from

$230

New Contemporary Renovation, Beachfront Amazing Direct Views, WiFi/ Parking Free

Marco Beach condo

1 bedroom
1 bathroom

sleeps 3

3 of 4 match: Children's pool, Rental types, Water sports, Car not required

3 of 4 filters match

Price per night from

$410

Tropical Bliss: Lazy River, 5 Pools, Bar, 2 Restaurants, Cabanas!

Naples condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Children's pool, Rental types, Water sports, Car not required

3 of 4 filters match

Price per night from

$459

BEACH BEAUTY

Fort Myers Beach condo

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 1 hour 53 minutes

3 of 4 match: Children's pool, Rental types, Water sports, Car not required

3 of 4 filters match

Price per night from

$259

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

Little Gasparilla Island condo

2 bedrooms
2 bathrooms

sleeps 6

3 of 4 match: Children's pool, Rental types, Water sports, Car not required

3 of 4 filters match

Price per night from

$408

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

1 bedroom
1 bathroom

sleeps 2

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$201

Enclave at Naples Gated Community- Sleeps 6

Naples condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 8 minutes

3 of 4 match: Car not required, Rental types, Water sports, Children's pool

3 of 4 filters match

Price per night from

$123

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

Little Gasparilla Island condo

2 bedrooms
1 bathroom

sleeps 4

3 of 4 match: Car not required, Rental types, Water sports, Children's pool

3 of 4 filters match

Price per night from

$319

Endless Summer - North Captiva Island 3 Bedroom 2.5 Bath, Sleeps 10 - Boat slip

North Captiva Island house

3 bedrooms
3 bathrooms

sleeps 10

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$573

Second Star

North Captiva Island house

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$660

Private Pool Home, SPECTACULAR Sunsets And Only Steps from the Beaches

North Captiva Island house

3 bedrooms
3 bathrooms

sleeps 7

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$1,148

Luxury waterfront retreat with Sailing

Saint James City b&b

3 bedrooms
3 bathrooms

sleeps 9

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$860

Captiva Bayfront 4 bedroom/4 bath, boat dock, pool

Captiva Island house

4 bedrooms
4 bathrooms

sleeps 8

“Most amazing vacation on Captiva Island!” We had a great time on Captiva Island. We have stayed there several times, but this time we chose to stay at this private home on the bay. My husband and I were relaxed and the kids had plenty of room to run and explore. The house was amazing - beautiful views, lots of room, great pool and very private but close to everything we could possibly need.

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$1,435

Pool Home - Steps from the Beach

North Captiva Island house

3 bedrooms
4 bathrooms

sleeps 7

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$1,148

Stella Maris-Beachfront, Ultimate Privacy, Spectacular Shelling, Sunset Views!

North Captiva Island house

3 bedrooms
4 bathrooms

sleeps 6

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$976

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

Naples condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 8 minutes

3 of 4 match: Car not required, Rental types, Water sports, Children's pool

3 of 4 filters match

Price per night from

$123

From $109* Night! April is your "Best Value Condo "Peaceful Paradise" in Naples!

North Naples condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 2 hours 12 minutes

3 of 4 match: Car not required, Rental types, Water sports, Children's pool

3 of 4 filters match

Price per night from

$103

Brand New Tropical Paradise Home - Walk to Beach and Downtown

Fort Myers Beach house

3 bedrooms
2 bathrooms

sleeps 7

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$919

Lattitude Adjustment- Private Beachfront Home with Fishing Dock, Sunrises

North Captiva Island house

4 bedrooms
5 bathrooms

sleeps 10

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$919

White Sands in Old Naples

Naples apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 20 minutes

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$155

Ritz Carlton Alternative in Vanderbilt Beach

Vanderbilt Beach apartment

3 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Car not required, Water sports, Children's pool

2 of 4 filters match

Price per night from

$379

Exquisite Naples Condo-Steps to the Beach

Naples apartment

3 bedrooms
2 bathrooms

sleeps 6

“our stay in unit 503 at The Regatta in Naples Florida .” We were completley satisfied with this condo . It had all the things were expected .we will be back next season.

2 of 4 match: Rental types, Water sports, Children's pool, Car not required

2 of 4 filters match

Price per night from

$414

Stunning Cottages at Naples Bay Resort

Naples apartment

2 bedrooms
2 bathrooms

sleeps 6

2 of 4 match: Rental types, Car not required, Water sports, Children's pool

2 of 4 filters match

Price per night from

$517

Traumhaftes Ferienhaus in Cape Coral am Wasser mit Zugang zum Meer

Cape Coral villa

3 bedrooms
3 bathrooms

sleeps 6

2 of 4 match: Rental types, Car not required, Water sports, Children's pool

2 of 4 filters match

Price per night from

$332

Lovely Waterfront Home

Iona house

3 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 1 hour 26 minutes

2 of 4 match: Rental types, Car not required, Water sports, Children's pool

2 of 4 filters match

Price per night from

$224

BEACHFRONT WING UNIT

Marco Island apartment

2 bedrooms
2 bathrooms

sleeps 4

“Resort feeling minus the all inclusive.” We loved the condo & the location. We didn't know what to expect but everything was as described. We loved that the condo was a end unit with the windows wrapping around the side. We had a few trees in front but could still see the ocean & the sun sets were beautiful! The condo was beautifully decorated & had everything you needed & then some; from the keurig coffee pot & coffee, beach towels & chairs even a cart for taking them to the beach, even kids beach toys. We liked that Doug supplied a binder with info about places to see & restaurants. We had no trouble finding our way around. Lots of areas to walk without going out of the community. Doug checked in with us regularly via cell checking if everything was ok or if we needed anything. This is the way to vacation, just like home & then some.

Responds fast! avg. 1 hour 34 minutes

2 of 4 match: Rental types, Children's pool, Water sports, Car not required

2 of 4 filters match

Price per night from

$329