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Holiday Homes in Sanibel Island

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610 rentals in Sanibel Island.
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Gorgeous Waterfront ground level 1bedroom -  Mariner Pointe 951, holiday rental in Sanibel Island

Gorgeous Waterfront ground level 1bedroom - Mariner Pointe 951

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Home, Private Heated Pool, Magnificent views, Great Location, 3-D Theatre, holiday rental in Sanibel Island

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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B-2 Breakers West, 2BR/2BA Condo, Olde-Fla Charm, holiday rental in Sanibel Island

B-2 Breakers West, 2BR/2BA Condo, Olde-Fla Charm

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beachfront Penthouse in Sanibel Harbor Resort & Spa, holiday rental in Sanibel Island

Beachfront Penthouse in Sanibel Harbor Resort & Spa

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beach Front Remodeled Penthouse + Private Sundeck, holiday rental in Sanibel Island

Beach Front Remodeled Penthouse + Private Sundeck

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Corner condo at Sanibel Harbour - Fully Renovated, holiday rental in Sanibel Island

Corner condo at Sanibel Harbour - Fully Renovated

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sanibel, 2 BR Condo on quiet Bowmans Beach, Great Shelling, holiday rental in Sanibel Island

Sanibel, 2 BR Condo on quiet Bowmans Beach, Great Shelling

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gulf-front, wide water view, just steps from the best shelling in the US!, holiday rental in Sanibel Island

Gulf-front, wide water view, just steps from the best shelling in the US!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Sanibel Island Condo with Spectacular Views of the Gulf, holiday rental in Sanibel Island

Luxurious Sanibel Island Condo with Spectacular Views of the Gulf

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachfront Condo at SanibelHarbour - Beachfront, holiday rental in Sanibel Island

Beachfront Condo at SanibelHarbour - Beachfront

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful beachy condo on quiet end of Sanibel Island, Florida, holiday rental in Sanibel Island

Beautiful beachy condo on quiet end of Sanibel Island, Florida

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tropical Garden View 2 bedroom, 2 bath at Sanibel Moorings Resort #341, holiday rental in Sanibel Island

Tropical Garden View 2 bedroom, 2 bath at Sanibel Moorings Resort #341

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Great 2/2 Sanibel Condo, Nice Pool, Private Beach, holiday rental in Sanibel Island

Great 2/2 Sanibel Condo, Nice Pool, Private Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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DIRECT OCEANFRONT * SAT - SAT NOT REQUIRED * $199 NIGHT AUG AND SEPT * NETFLIX, holiday rental in Sanibel Island

DIRECT OCEANFRONT * SAT - SAT NOT REQUIRED * $199 NIGHT AUG AND SEPT * NETFLIX

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront 3Bedrooms/3Bathrooms Fully Renovated Condo at  Sanibel Harbour, holiday rental in Sanibel Island

Waterfront 3Bedrooms/3Bathrooms Fully Renovated Condo at Sanibel Harbour

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sea Shells of Sanibel Unit #9, Building 2 - Downstairs, holiday rental in Sanibel Island

Sea Shells of Sanibel Unit #9, Building 2 - Downstairs

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wonderful Beachfront 3 bedroom, 2 bath at Sanibel Moorings Resort #711, holiday rental in Sanibel Island

Wonderful Beachfront 3 bedroom, 2 bath at Sanibel Moorings Resort #711

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breathtaking 2 BR/2 Ba, 77 Steps to Beach Unit 304, Dogs Welcome, holiday rental in Sanibel Island

Breathtaking 2 BR/2 Ba, 77 Steps to Beach Unit 304, Dogs Welcome

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Best Value on Sanibel!  JUST STEPS TO THE BEST BEACH!, holiday rental in Sanibel Island

Best Value on Sanibel! JUST STEPS TO THE BEST BEACH!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Condo on Beach Sleeps 6 Sanibel Island, FL, holiday rental in Sanibel Island

Luxury Condo on Beach Sleeps 6 Sanibel Island, FL

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2D3 Sandalfoot   Sanibel; East end beachfront complex, holiday rental in Sanibel Island

2D3 Sandalfoot Sanibel; East end beachfront complex

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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On The Beach, 55' Samsung TV, HD, wifi, tennis, pool, hot tub. No extra fees., holiday rental in Sanibel Island

On The Beach, 55' Samsung TV, HD, wifi, tennis, pool, hot tub. No extra fees.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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RELAXING LUXURY, GULF VIEW, DIRECTLY ON THE BEACH 930 SQ.FT.; 280 FIVE STARS, holiday rental in Sanibel Island

RELAXING LUXURY, GULF VIEW, DIRECTLY ON THE BEACH 930 SQ.FT.; 280 FIVE STARS

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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5/6 week open $1100+ tx  Spectacular Gulf View Pt Santo Ground Flr 2BR Condo, holiday rental in Sanibel Island

5/6 week open $1100+ tx Spectacular Gulf View Pt Santo Ground Flr 2BR Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Clean, sanitized beautiful Condo on the beach, holiday rental in Sanibel Island

Clean, sanitized beautiful Condo on the beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Renovated Waterfront Condo, Wifi, HDTV, Pool, Tennis, Fishing Pier, holiday rental in Sanibel Island

Renovated Waterfront Condo, Wifi, HDTV, Pool, Tennis, Fishing Pier

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Newly Renovated, 2 + BR+ DEN/2 Bath Condo/Gulf View, R202 GREAT REVIEWS/Sundial, holiday rental in Sanibel Island

Newly Renovated, 2 + BR+ DEN/2 Bath Condo/Gulf View, R202 GREAT REVIEWS/Sundial

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Easter Week Available, Great Gulf Views, Family Friendly, holiday rental in Sanibel Island

Easter Week Available, Great Gulf Views, Family Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ground Floor, Direct Beach Access, 5 Star Reviews, 2 Bedrooms, 2 Baths, Clean, holiday rental in Sanibel Island

Ground Floor, Direct Beach Access, 5 Star Reviews, 2 Bedrooms, 2 Baths, Clean

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Pointe Santo *Muti Week Discounts * Winter Weeks Available* Great WiFi, holiday rental in Sanibel Island

Pointe Santo *Muti Week Discounts * Winter Weeks Available* Great WiFi

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wow! $100/N (Spec.Season) 7 nights. Cozy Beachside Unit ~100 Steps to the Beach!, holiday rental in Sanibel Island

Wow! $100/N (Spec.Season) 7 nights. Cozy Beachside Unit ~100 Steps to the Beach!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Designer Direct Gulf Front Pointe Santo, holiday rental in Sanibel Island

Designer Direct Gulf Front Pointe Santo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Shorewood C2: Perfectly Updated 3 BR Condo in Quiet Complex with Gulf Views!!, holiday rental in Sanibel Island

Shorewood C2: Perfectly Updated 3 BR Condo in Quiet Complex with Gulf Views!!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sanddollar C102 in Sunny Sanibel Island, holiday rental in Sanibel Island

Sanddollar C102 in Sunny Sanibel Island

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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40 Steps to Beach, Pool, Hot Tub, Great WiFi, Home Theater - 20% off thru Jan!, holiday rental in Sanibel Island

40 Steps to Beach, Pool, Hot Tub, Great WiFi, Home Theater - 20% off thru Jan!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BEACH FRONT 3BDRM. PENTHOUSE w PRIVATE ROOFTOP DECK,  ENJOY SUNSETS/SUNRISES, holiday rental in Sanibel Island

BEACH FRONT 3BDRM. PENTHOUSE w PRIVATE ROOFTOP DECK, ENJOY SUNSETS/SUNRISES

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 BEDROOM BEACH FRONT EASY WALK TO BEACH OR RESORT.  REMODELED WITH PRI. WIFI, holiday rental in Sanibel Island

3 BEDROOM BEACH FRONT EASY WALK TO BEACH OR RESORT. REMODELED WITH PRI. WIFI

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation Starts Here!  Rest & Relax with Fantastic Beach Views, holiday rental in Sanibel Island

Vacation Starts Here! Rest & Relax with Fantastic Beach Views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Island Beach Club Penthouse Near CasaYbel Resort, holiday rental in Sanibel Island

Island Beach Club Penthouse Near CasaYbel Resort

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 Star Pet Friendly, Sunny, Quaint Cottage with Old Florida Charm 3Mins to Beach, holiday rental in Sanibel Island

5 Star Pet Friendly, Sunny, Quaint Cottage with Old Florida Charm 3Mins to Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 Bedroom Penthouse Sanibel Gulf Front Condo, holiday rental in Sanibel Island

2 Bedroom Penthouse Sanibel Gulf Front Condo

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Rare Walkout Condo On Sanibel Beach, holiday rental in Sanibel Island

Rare Walkout Condo On Sanibel Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bright & Welcoming Gulf view 2bd/2bth, holiday rental in Sanibel Island

Bright & Welcoming Gulf view 2bd/2bth

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Surfside #122 - View Sunrises from Bed! Closest Gulf Front w/Panoramic Views!, holiday rental in Sanibel Island

Surfside #122 - View Sunrises from Bed! Closest Gulf Front w/Panoramic Views!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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True Gulf Views! Bldg 1 steps away from beach & pool. K,Q & T, holiday rental in Sanibel Island

True Gulf Views! Bldg 1 steps away from beach & pool. K,Q & T

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Condo is Sanitized Ready for Bookings - Clorex Wips-Hand Sanitizer - Great Rates, holiday rental in Sanibel Island

Condo is Sanitized Ready for Bookings - Clorex Wips-Hand Sanitizer - Great Rates

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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***Sanibel Island -  Best Kept Secret!! Free Kayaking and Private Beach Access, holiday rental in Sanibel Island

***Sanibel Island - Best Kept Secret!! Free Kayaking and Private Beach Access

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious corner unit- gulf front, kitchen, lanai, internet, tennis, pool, holiday rental in Sanibel Island

Spacious corner unit- gulf front, kitchen, lanai, internet, tennis, pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Penthouse Pointe Santo Condo with Private Roof Deck -- 30% off thru Dec!, holiday rental in Sanibel Island

Luxury Penthouse Pointe Santo Condo with Private Roof Deck -- 30% off thru Dec!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sanibel Surfside #114: Immaculate Condo w/ Direct Gulf Front Expansive Views!, holiday rental in Sanibel Island

Sanibel Surfside #114: Immaculate Condo w/ Direct Gulf Front Expansive Views!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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