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130 vacation rentals

(1) Excellent 

17

Low Off Season Rates! boat slip included if you need one!

Southwest Gulf Coast / Captiva Island

Captiva Island house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$254

Responds fast!
avg. 3 hours 52 minutes

Price per night from

$254

16

Hideaway Captiva Island

Southwest Gulf Coast / Captiva Island

Captiva Island condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$393

Price per night from

$393

36

Paradise Captiva! Your own private beach resort. 5BR/5BA, 3min walk to beach!

Southwest Gulf Coast / Captiva Island

Captiva Island house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$1,145

Price per night from

$1,145

(1) Excellent 

13

South Seas Club Captiva Island FL 2 bed/2 bath condo sleeps 6

Southwest Gulf Coast / Captiva Island

Captiva Island condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$164

Price per night from

$164

(3) Excellent 

36

MANATEE COVE

Southwest Gulf Coast / Captiva Island

Captiva Island house

5 8 7 nights min

  • 5 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Price per night from

$489

Price per night from

$489

Great rentals within 20 miles that match your search

Distance approx 12.74 km from Captiva Island

(2) Excellent 

43

"Villa Lake View" Heated pool & spa at beautiful Lake Sea breeze, Relaxing

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool

Price per night from

$218

Price per night from

$218

Distance approx 12.46 km from Captiva Island

(4) Excellent 

39

The Bokeelia Boathouse, waterfront, Pine Island

Florida / Bokeelia

Bokeelia bungalow

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$196

Price per night from

$196

Distance approx 10.38 km from Captiva Island

(6) Excellent 

Certificate of Excellence

42

Luxury Home, Private Heated Pool, Magnificent views, Great Location, 3-D Theatre

Southwest Gulf Coast / Sanibel Island

Sanibel Island house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Certificate of Excellence

Price per night from

$345

Responds fast!
avg. 3 hours 32 minutes

Price per night from

$345

Distance approx 9.88 km from Captiva Island Show on Map

(3) Excellent 

25

Finca La Magnolia

Florida / Bokeelia

Bokeelia house

4 6 2 nights min

  • 4 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$339

Responds fast!
avg. 58 minutes

Price per night from

$339

Distance approx 11.53 km from Captiva Island

(2) Excellent 

19

Villa Rada

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child Friendly

Price per night from

$119

Price per night from

$119

Distance approx 10.84 km from Captiva Island

(4) Very Good 

40

Waterfront ground level suite - Amazing water views! Boat docking, tennis, two pools...

Southwest Gulf Coast / Sanibel Island

Sanibel Island apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
“Our stay was great” The condo was clean with everything we needed. The location was phenomenal with quick access to and from the Island. My son really enjoyed being able to see dolphins directly from our room. The only thing was the dryer not work
…see more

Price per night from

$180

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$180

Distance approx 11.53 km from Captiva Island

(21) Excellent 

18

Perfect beach vacation for sun,shells and fun! Relax to the sound of the surf.

Southwest Gulf Coast / Sanibel Island

Sanibel Island apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Fantastic girls trip!” Five days five girls, lots of laughs, memories...condo was beautiful, end unit, just a few steps to a beautiful shell beach! This was the 4th year in this condo and we will be booking for next year!
…see more

Price per night from

$200

Price per night from

$200

Distance approx 16.5 km from Captiva Island

19

House Sunrise on canal with heated pool

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$138

Price per night from

$138

Distance approx 8.18 km from Captiva Island Show on Map

(1) Very Good 

7

Studio Flamingo - Park your boat on trailer for free!

Florida / Bokeelia

Bokeelia apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$68

Responds fast!
avg. 3 hours 44 minutes

Price per night from

$68

Distance approx 18.16 km from Captiva Island

27

Villa in Cape Coral, FL waterfront with private dock perfect for fishing i

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool

Price per night from

$132

Responds fast!
avg. 28 minutes

Price per night from

$132

Distance approx 18.03 km from Captiva Island

(1) Excellent 

16

Tropical paradise & luxury living on fresh water, near shopping & restaurants!

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Nearest beach 10 mi
  • Air conditioning
  • Private garden

Price per night from

$115

Price per night from

$115

Distance approx 16.74 km from Captiva Island

8

Beautiful sunsets overlooking a marina

Southwest Gulf Coast / Fort Myers

Fort Myers apartment

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly

Price per night from

$153

Price per night from

$153

Distance approx 8.5 km from Captiva Island

12

ELEGANT LAKEFRONT HOME MINUTES TO SANIBEL BEACH

Southwest Gulf Coast / Sanibel Island

Sanibel Island house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Price per night from

$173

Price per night from

$173

Distance approx 19.38 km from Captiva Island

10

Seven Lakes 55 and over Golf and Tennis Resort

Southwest Gulf Coast / Fort Myers

Fort Myers condo

2 4 120 nights min

  • 2 bedrooms
  • sleeps 4
  • 120 nights min
  • Child Friendly

Price per night from

$46

Price per night from

$46

Distance approx 11.58 km from Captiva Island

(1) Average 

15

Sanibel Island, Florida - East End Beach House - Walk to Beach!

Southwest Gulf Coast / Sanibel Island

Sanibel Island house

5 11 28 nights min

  • 5 bedrooms
  • sleeps 11
  • 28 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$308

Price per night from

$308

Distance approx 10.88 km from Captiva Island

0

Sanibel Siesta on the Beach unit 203

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$276

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$276

Distance approx 18.76 km from Captiva Island

12

Burnt Store Marina

Southwest Gulf Coast / Punta Gorda

Punta Gorda condo

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Ask about pets

Price per night from

$104

Price per night from

$104

Distance approx 10.96 km from Captiva Island

12

Sanibel Beach Club

Southwest Gulf Coast / Sanibel Island

Sanibel Island villa

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$294

Responds fast!
avg. 54 minutes

Price per night from

$294

Distance approx 13.03 km from Captiva Island

25

Villa Bayside - Modern Coastal Designed Home

Southwest Gulf Coast / Cape Coral

Cape Coral house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly

Price per night from

$173

Responds fast!
avg. 1 hour 24 minutes

Price per night from

$173

Distance approx 16.32 km from Captiva Island

19

Villa Claire

Southwest Gulf Coast / Cape Coral

Cape Coral house

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Child Friendly

Price per night from

$123

Price per night from

$123

Distance approx 6.61 km from Captiva Island Show on Map

33

Gulf Pines

Florida / Saint James City

Saint James City house

3 8 28 nights min

  • 3 bedrooms
  • sleeps 8
  • 28 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$274

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$274

Distance approx 10.88 km from Captiva Island

13

Sanibel Siesta on the Beach Unit 603

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$351

Responds fast!
avg. 2 hours 7 minutes

Price per night from

$351

Distance approx 10.88 km from Captiva Island

11

Sanibel Siesta on The Beach Unit 702

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$317

Responds fast!
avg. 2 hours 24 minutes

Price per night from

$317

Distance approx 10.92 km from Captiva Island

30

Shorewood 3B

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$431

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$431

Distance approx 13.75 km from Captiva Island

(11) Excellent 

41

Private Room - Florida Guest House

Southwest Gulf Coast / Cape Coral

Cape Coral guest house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$45

Price per night from

$45

Distance approx 17.17 km from Captiva Island

(34) Excellent 

49

Villa Early Sunset with optional Southwind Boat 300 HP, Heated Pool and Spa

Southwest Gulf Coast / Cape Coral

Cape Coral house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Price per night from

$138

Responds fast!
avg. 2 hours 31 minutes

Price per night from

$138

Distance approx 10.86 km from Captiva Island

(24) Excellent 

34

Villa Nuala

Southwest Gulf Coast / Cape Coral

Cape Coral villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$185

Price per night from

$185

Distance approx 9.89 km from Captiva Island

(50) Excellent 

12

My Sanibel Condo- Steps 2 the Beach!

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Wonderful in every way!” Clean, clean, clean. Beautiful large kitchen with island. Great for families. The views are magnificent. The beach and lagunes are loverly. Pool was not real large but large enough and heated. They have activities for childre
…see more

Price per night from

$180

Price per night from

$180

Distance approx 11.79 km from Captiva Island

(3) Excellent 

26

Lighthouse Point Condominiums

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Price per night from

$149

Price per night from

$149

Distance approx 10.7 km from Captiva Island

24

DAYDREAMING Beachfront Condo

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$195

Price per night from

$195

Distance approx 14.71 km from Captiva Island

(12) Excellent 

Certificate of Excellence

27

Villa on the Grand Canal, access to the Gulf of Mexico, pool

Southwest Gulf Coast / Cape Coral

Cape Coral villa

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$144

Responds fast!
avg. 25 minutes

Price per night from

$144

Distance approx 9.89 km from Captiva Island

20

Awe Inspiring Gulf Views! Pt Santo B47 penthouse, sundec

Southwest Gulf Coast / Sanibel Island

Sanibel Island condo

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$200

Price per night from

$200

Distance approx 8.48 km from Captiva Island

24

Sanibel Lakeside Villa

Southwest Gulf Coast / Sanibel Island

Sanibel Island villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$12

Price per night from

$12